# Electronic Supplementary Material (ESI) for Dalton Transactions
# This journal is © The Royal Society of Chemistry 2011


data_global
_journal_name_full               'Dalton Trans.'
_journal_coden_cambridge         0222
_journal_coden_ASTM              ?
_journal_coeditor_code           ?
_journal_coeditor_name           ?
_journal_coeditor_notes          ?
_journal_date_accepted           ?
_journal_date_from_coeditor      ?
_journal_date_printers_final     ?
_journal_date_printers_first     ?
_journal_date_proofs_in          ?
_journal_date_proofs_out         ?

# PROCESSING SUMMARY (IUCr Office Use Only):
_journal_date_recd_electronic    ?
_journal_date_to_coeditor        ?
_journal_issue                   ?
_journal_page_first              ?
_journal_page_last               ?
_journal_suppl_publ_number       ?
_journal_suppl_publ_pages        ?
_journal_techeditor_code         ?
_journal_techeditor_notes        ?
_journal_volume                  ?
_journal_year                    ?
loop_
_publ_author_address
_publ_author_footnote
;
? # Address for author 1
;
;
? # Footnote for author 1
;
;
? # Address 2
;
;
? # Footnote 2
;
_publ_contact_author_address     
;
Chemical Crystallography Laboratory,
Department of Chemistry,
University of Nowhere,
Nowhere, NO1 4T, UK.
;
_publ_contact_author_email       Catherine.Housecroft@unibas.ch
_publ_contact_author_fax         '+44 1865 000000'

_publ_contact_author_phone       '+44 1865 000000'
_publ_contact_author_name        'Housecroft, Catherine'

# Check this file using the IUCr facility at:
# http://checkcif.iucr.org/

# The content below is held in the file 'script/refcif.dat'. This is a text
# file which you may edit to reflect local conditions.
# Items which need looking at are represented by a '?'.
# Items for which there are choices are prefixed with 'choose from'.

_publ_contact_letter             
;
Please consider this CIF submission for
publication as a Short Format Paper in Acta
Crystallographica E. The figures will be
sent by e-mail.
;
_publ_requested_category         EO # choose from: FI FM FO CI CM CO AD
_publ_requested_coeditor_name    'Prof William Clegg'

_publ_section_title              
# Title of paper - generally just the systematic or trivial name
; ?
;
_publ_author_name                C.Housecroft

data_kh151green
_database_code_depnum_ccdc_archive 'CCDC 823227'
#TrackingRef '- KH151_green.cif'

_audit_creation_date             07-12-05
_audit_creation_method           CRYSTALS_ver_12.84

_oxford_structure_analysis_title '12050959 kh151green_173k'
_chemical_name_systematic        ?
_chemical_melting_point          ?

_cell_length_a                   8.4093(2)
_cell_length_b                   10.7388(2)
_cell_length_c                   11.6666(2)
_cell_angle_alpha                93.6671(11)
_cell_angle_beta                 109.6238(11)
_cell_angle_gamma                90.8995(9)
_cell_volume                     989.56(4)

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P -1 '
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Cl 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784
-9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Co 0.3494 0.9721 12.2841 4.2791 7.3409 0.2784 4.0034 13.5359 2.3488 71.1692
1.0118 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'

_cell_formula_units_Z            2

# Given Formula = C16 H15 Cl7 Co1 N3 O1
# Dc = 1.92 Fooo = 548.00 Mu = 18.27 M = 572.42
# Found Formula = C16 H11 Cl7 Co1 N3
# Dc = 1.85 FOOO = 548.00 Mu = 18.20 M = 552.39

_chemical_formula_sum            'C16 H11 Cl7 Co1 N3'
_chemical_formula_moiety         'C15 H10 Cl4 Co N3, C H Cl3'
_chemical_compound_source        ?
_chemical_formula_weight         552.39

_cell_measurement_reflns_used    4709
_cell_measurement_theta_min      1
_cell_measurement_theta_max      28
_cell_measurement_temperature    173

_exptl_crystal_description       plate
_exptl_crystal_colour            green
_exptl_crystal_size_min          0.02
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_max          0.51

_exptl_crystal_density_diffrn    1.854
_exptl_crystal_density_meas      ?
# Non-dispersive F(000):
_exptl_crystal_F_000             548
_exptl_absorpt_coefficient_mu    1.820

# Sheldrick geometric approximatio 0.91 0.96
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_absorpt_correction_T_min  0.91
_exptl_absorpt_correction_T_max  0.96
# For a Kappa CCD, set Tmin to 1.0 and
# Tmax to the ratio of max:min frame scales in scale_all.log
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       \w

# If a reference occurs more than once, delete the author
# and date from subsequent references.
_computing_data_collection       'COLLECT (Nonius, 1997-2001).'
_computing_cell_refinement       'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_reduction        'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  ?
_diffrn_standards_interval_count ?
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      173
_diffrn_reflns_number            9304
_reflns_number_total             4714
_diffrn_reflns_av_R_equivalents  0.019
# Number of reflections with Friedels Law is 4714
# Number of reflections without Friedels Law is 0
# Theoretical number of reflections is about 4722

_diffrn_reflns_theta_min         1.858
_diffrn_reflns_theta_max         27.895
_diffrn_measured_fraction_theta_max 0.999

_diffrn_reflns_theta_full        27.895
_diffrn_measured_fraction_theta_full 0.999

_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_reflns_limit_h_min              -11
_reflns_limit_h_max              10
_reflns_limit_k_min              -14
_reflns_limit_k_max              14
_reflns_limit_l_min              0
_reflns_limit_l_max              15

_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00

_atom_sites_solution_primary     direct #heavy,direct,difmap,geom
# _atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens   geom

_refine_diff_density_min         -0.61
_refine_diff_density_max         0.84

_refine_ls_number_reflns         3430
_refine_ls_number_restraints     0
_refine_ls_number_parameters     244

#_refine_ls_R_factor_ref 0.0321
_refine_ls_wR_factor_ref         0.0335
_refine_ls_goodness_of_fit_ref   1.0685

#_reflns_number_all 4687
_refine_ls_R_factor_all          0.0462
_refine_ls_wR_factor_all         0.0488

# The I/u(I) cutoff below was used for refinement as
# well as the _gt R-factors:
_reflns_threshold_expression     I>3.0\s(I)
_reflns_number_gt                3430
_refine_ls_R_factor_gt           0.0321
_refine_ls_wR_factor_gt          0.0335
_refine_ls_shift/su_max          0.000786

# choose from: rm (reference molecule of known chirality),
# ad (anomolous dispersion - Flack), rmad (rm and ad),
# syn (from synthesis), unk (unknown) or . (not applicable).
_chemical_absolute_configuration .

_refine_ls_structure_factor_coef F
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr # none, undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982)
[weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)]
where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax
Method = Robust Weighting (Prince, 1982)
W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^
A~i~ are:
0.316 0.989E-01 0.551E-01 -0.268E-01
;

_publ_section_abstract           
# Text of the abstract
# (a) The Abstract must be self-contained and comprehensible
# without the rest of the paper. This means no references
# to atom names or to compound numbers; compounds must be
# identified as the title compound, or by name or by some other
# means such as derivatives of each other (e.g. "the
# corresponding ketone").
# (b) The chemical formula of "the title compound" must be given.
# (c) Any crystallographic molecular symmetry should be
# mentioned, and also the presence of more than one molecule
# in the asymmetric unit (i.e. anything other than Z'=1).
;
?
;
_publ_section_comment            
# Text of the paper
# Note that atoms are referenced as N2, not N(2) or N~2~
# If text containing () occur within (), the outer ones should be []
# Figures should be referenced as Fih.
;
?
;
_publ_section_acknowledgements   # Acknowledgments
;
?
;
_publ_section_figure_captions    
# Captions to figures - Start each caption on a new line after a blank line
;
Fig. 1.
The title compound with displacement ellipsoids drawn at the 50%
probability level. H atoms are shown as spheres of
arbitary radius.

;

_publ_section_exptl_refinement   
# Some potentially useful phrases are donated by Bill Clegg:
;
In the absence of significant anomalous scattering, Friedel pairs were
merged.

The absolute configuration was arbitrarily assigned.

The relatively large ratio of minimum to maximum corrections applied
in the multiscan process (1:nnn) reflect changes in the illuminated
volume of the crystal.

Changes in illuminated volume were kept to a minimum, and were
taken into account (G\"orbitz, 1999) by the multi-scan inter-frame
scaling (DENZO/SCALEPACK, Otwinowski & Minor, 1997).

G\"orbitz, C. H. (1999). Acta Cryst. B55, 1090-1098.

The H atoms were all located in a difference map, but those
attached to carbon atoms were repositioned geometrically.
The H atoms were initially refined with soft restraints on the
bond lengths and angles to regularise their geometry
(C---H in the range 0.93--0.98,
N---H in the range 0.86--0.89
N---H to 0.86
O---H = 0.82
\%A)
and
U~iso~(H) (in the range 1.2-1.5 times U~eq~ of the parent atom),
after which the positions were refined with riding constraints.

;

_publ_section_exptl_prep         
# Brief details or a reference. Include solvent if known
;
?
;

# End of 'script/refcif.dat'

# Insert your own references if required - in alphabetical order
_publ_section_references         
;
Altomare, A., Cascarano, G., Giacovazzo, G., Guagliardi, A., Burla, M.C.,
Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435.

Betteridge, P.W., Carruthers, J.R., Cooper, R.I.,
Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487.

Larson, A.C. (1970) Crystallographic Computing, Ed Ahmed, F.R.,
Munksgaard, Copenhagen, 291-294.

Nonius (1997-2001). COLLECT. Nonius BV, Delft, The Netherlands.

Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276,
edited by C. W. Carter Jr & R. M. Sweet, pp. 307--326.
New York: Academic Press.

Prince, E.
Mathematical Techniques in Crystallography
and Materials Science
Springer-Verlag, New York, 1982.

Watkin D.J. (1994).
Acta Cryst, A50, 411-437.

Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical
Crystallography Laboratory, Oxford, UK.
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atomsattached to an atom.

# ..._refinement_flags_...
# . no refinement constraints S special position constraint on site
# G rigid group refinement of site R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond) P partial occupancy constraint

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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Co1 Co 0.18451(4) 0.68651(3) 0.30237(3) 0.0226 1.0000 Uani . . . . . .
N1 N 0.4017(2) 0.77674(18) 0.37868(18) 0.0233 1.0000 Uani . . . . . .
N2 N 0.1732(2) 0.70996(18) 0.45860(17) 0.0207 1.0000 Uani . . . . . .
N3 N -0.0341(2) 0.60312(19) 0.26805(18) 0.0223 1.0000 Uani . . . . . .
C1 C 0.5115(3) 0.8091(2) 0.3245(2) 0.0278 1.0000 Uani . . . . . .
C2 C 0.6651(3) 0.8707(2) 0.3891(3) 0.0308 1.0000 Uani . . . . . .
C3 C 0.7059(3) 0.8985(2) 0.5128(3) 0.0310 1.0000 Uani . . . . . .
C4 C 0.5924(3) 0.8658(2) 0.5701(2) 0.0280 1.0000 Uani . . . . . .
C5 C 0.4399(3) 0.8058(2) 0.5004(2) 0.0232 1.0000 Uani . . . . . .
C6 C 0.3029(3) 0.7711(2) 0.5459(2) 0.0225 1.0000 Uani . . . . . .
C7 C 0.2917(3) 0.8009(2) 0.6604(2) 0.0269 1.0000 Uani . . . . . .
C8 C 0.1438(3) 0.7650(2) 0.6797(2) 0.0272 1.0000 Uani . . . . . .
C9 C 0.0115(3) 0.6995(2) 0.5887(2) 0.0250 1.0000 Uani . . . . . .
C10 C 0.0306(3) 0.6739(2) 0.4761(2) 0.0212 1.0000 Uani . . . . . .
C11 C -0.0924(3) 0.6106(2) 0.3645(2) 0.0219 1.0000 Uani . . . . . .
C12 C -0.2507(3) 0.5634(2) 0.3540(2) 0.0254 1.0000 Uani . . . . . .
C13 C -0.3520(3) 0.5059(2) 0.2426(3) 0.0303 1.0000 Uani . . . . . .
C14 C -0.2908(3) 0.4952(2) 0.1466(2) 0.0307 1.0000 Uani . . . . . .
C15 C -0.1307(3) 0.5447(2) 0.1620(2) 0.0265 1.0000 Uani . . . . . .
C16 C 0.2455(4) 0.1691(3) 0.0199(3) 0.0402 1.0000 Uani . . . . . .
Cl1 Cl 0.12256(10) 0.80420(8) 0.81898(6) 0.0418 1.0000 Uani . . . . . .
Cl2 Cl 0.05366(8) 0.87031(6) 0.26540(6) 0.0325 1.0000 Uani . . . . . .
Cl3 Cl 0.19735(9) 0.66463(7) 0.11356(5) 0.0357 1.0000 Uani . . . . . .
Cl4 Cl 0.30932(8) 0.50444(6) 0.35408(6) 0.0297 1.0000 Uani . . . . . .
Cl5 Cl 0.42089(14) 0.17265(11) -0.03068(10) 0.0691 1.0000 Uani . . . . . .
Cl6 Cl 0.23440(12) 0.02763(8) 0.08692(7) 0.0514 1.0000 Uani . . . . . .
Cl7 Cl 0.26254(10) 0.29667(7) 0.12599(7) 0.0444 1.0000 Uani . . . . . .
H11 H 0.4845 0.7882 0.2413 0.0350 1.0000 Uiso R . . . . .
H21 H 0.7418 0.8913 0.3507 0.0360 1.0000 Uiso R . . . . .
H31 H 0.8085 0.9397 0.5579 0.0349 1.0000 Uiso R . . . . .
H41 H 0.6177 0.8835 0.6538 0.0308 1.0000 Uiso R . . . . .
H71 H 0.3811 0.8423 0.7227 0.0300 1.0000 Uiso R . . . . .
H91 H -0.0843 0.6723 0.6043 0.0302 1.0000 Uiso R . . . . .
H121 H -0.2889 0.5699 0.4206 0.0313 1.0000 Uiso R . . . . .
H131 H -0.4621 0.4767 0.2317 0.0362 1.0000 Uiso R . . . . .
H141 H -0.3574 0.4570 0.0709 0.0352 1.0000 Uiso R . . . . .
H151 H -0.0890 0.5387 0.0971 0.0313 1.0000 Uiso R . . . . .
H161 H 0.1401 0.1781 -0.0518 0.0500 1.0000 Uiso R . . . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Co1 0.02138(16) 0.02898(17) 0.01709(15) -0.00006(12) 0.00656(12) -0.00591(12)
N1 0.0231(10) 0.0230(10) 0.0231(9) 0.0008(8) 0.0073(8) -0.0022(8)
N2 0.0201(9) 0.0220(9) 0.0195(9) 0.0006(7) 0.0060(7) -0.0002(7)
N3 0.0205(9) 0.0247(10) 0.0218(9) 0.0005(7) 0.0078(7) -0.0014(8)
C1 0.0292(12) 0.0263(12) 0.0307(13) 0.0014(10) 0.0140(10) -0.0027(10)
C2 0.0262(12) 0.0257(12) 0.0435(15) 0.0024(11) 0.0160(11) -0.0003(10)
C3 0.0217(11) 0.0242(12) 0.0436(15) -0.0001(11) 0.0071(10) -0.0004(9)
C4 0.0260(12) 0.0266(12) 0.0258(12) -0.0011(9) 0.0018(10) 0.0015(10)
C5 0.0236(11) 0.0222(11) 0.0222(11) 0.0020(9) 0.0055(9) 0.0031(9)
C6 0.0241(11) 0.0224(11) 0.0191(10) 0.0016(8) 0.0049(9) 0.0020(9)
C7 0.0289(12) 0.0281(12) 0.0201(11) -0.0003(9) 0.0041(9) 0.0016(10)
C8 0.0357(13) 0.0281(12) 0.0204(11) 0.0020(9) 0.0125(10) 0.0087(10)
C9 0.0263(12) 0.0259(12) 0.0259(11) 0.0045(9) 0.0126(9) 0.0041(9)
C10 0.0226(11) 0.0204(11) 0.0221(11) 0.0037(8) 0.0090(9) 0.0022(8)
C11 0.0218(11) 0.0217(11) 0.0234(11) 0.0013(9) 0.0093(9) 0.0015(9)
C12 0.0250(12) 0.0250(12) 0.0298(12) 0.0025(9) 0.0139(10) 0.0022(9)
C13 0.0213(11) 0.0285(13) 0.0412(14) 0.0000(11) 0.0115(10) -0.0035(9)
C14 0.0256(12) 0.0316(13) 0.0308(13) -0.0023(10) 0.0049(10) -0.0031(10)
C15 0.0258(12) 0.0298(12) 0.0230(11) -0.0013(9) 0.0077(9) -0.0039(10)
C16 0.0409(16) 0.0497(18) 0.0292(14) 0.0021(12) 0.0111(12) -0.0035(13)
Cl1 0.0496(4) 0.0551(4) 0.0249(3) -0.0067(3) 0.0199(3) 0.0023(3)
Cl2 0.0339(3) 0.0308(3) 0.0278(3) 0.0044(2) 0.0035(2) -0.0033(2)
Cl3 0.0381(3) 0.0498(4) 0.0201(3) -0.0038(2) 0.0130(2) -0.0133(3)
Cl4 0.0291(3) 0.0324(3) 0.0313(3) -0.0005(2) 0.0156(2) -0.0008(2)
Cl5 0.0694(6) 0.0927(8) 0.0625(6) 0.0114(5) 0.0440(5) 0.0043(5)
Cl6 0.0704(5) 0.0441(4) 0.0385(4) -0.0005(3) 0.0181(4) -0.0106(4)
Cl7 0.0431(4) 0.0441(4) 0.0423(4) -0.0029(3) 0.0109(3) -0.0049(3)

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.3606(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Co1 . N1 . 1.952(2) yes
Co1 . N2 . 1.8582(19) yes
Co1 . N3 . 1.9363(19) yes
Co1 . Cl2 . 2.2696(8) yes
Co1 . Cl3 . 2.2391(7) yes
Co1 . Cl4 . 2.2535(7) yes
N1 . C1 . 1.336(3) yes
N1 . C5 . 1.360(3) yes
N2 . C6 . 1.343(3) yes
N2 . C10 . 1.338(3) yes
N3 . C11 . 1.368(3) yes
N3 . C15 . 1.339(3) yes
C1 . C2 . 1.389(4) yes
C1 . H11 . 0.930 no
C2 . C3 . 1.378(4) yes
C2 . H21 . 0.932 no
C3 . C4 . 1.389(4) yes
C3 . H31 . 0.934 no
C4 . C5 . 1.389(3) yes
C4 . H41 . 0.932 no
C5 . C6 . 1.473(3) yes
C6 . C7 . 1.388(3) yes
C7 . C8 . 1.390(4) yes
C7 . H71 . 0.934 no
C8 . C9 . 1.395(4) yes
C8 . Cl1 . 1.720(2) yes
C9 . C10 . 1.388(3) yes
C9 . H91 . 0.929 no
C10 . C11 . 1.479(3) yes
C11 . C12 . 1.381(3) yes
C12 . C13 . 1.391(4) yes
C12 . H121 . 0.934 no
C13 . C14 . 1.379(4) yes
C13 . H131 . 0.938 no
C14 . C15 . 1.389(3) yes
C14 . H141 . 0.937 no
C15 . H151 . 0.935 no
C16 . Cl5 . 1.764(3) yes
C16 . Cl6 . 1.767(3) yes
C16 . Cl7 . 1.757(3) yes
C16 . H161 . 1.005 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 . Co1 . N2 . 82.55(8) yes
N1 . Co1 . N3 . 165.39(8) yes
N2 . Co1 . N3 . 82.84(8) yes
N1 . Co1 . Cl2 . 90.17(6) yes
N2 . Co1 . Cl2 . 86.47(6) yes
N3 . Co1 . Cl2 . 88.95(6) yes
N1 . Co1 . Cl3 . 96.80(6) yes
N2 . Co1 . Cl3 . 178.22(6) yes
N3 . Co1 . Cl3 . 97.81(6) yes
Cl2 . Co1 . Cl3 . 91.88(3) yes
N1 . Co1 . Cl4 . 90.13(6) yes
N2 . Co1 . Cl4 . 88.69(6) yes
N3 . Co1 . Cl4 . 89.52(6) yes
Cl2 . Co1 . Cl4 . 175.08(3) yes
Cl3 . Co1 . Cl4 . 92.97(3) yes
Co1 . N1 . C1 . 126.97(17) yes
Co1 . N1 . C5 . 113.67(16) yes
C1 . N1 . C5 . 119.4(2) yes
Co1 . N2 . C6 . 118.39(16) yes
Co1 . N2 . C10 . 118.20(16) yes
C6 . N2 . C10 . 123.2(2) yes
Co1 . N3 . C11 . 113.80(15) yes
Co1 . N3 . C15 . 127.03(17) yes
C11 . N3 . C15 . 119.1(2) yes
N1 . C1 . C2 . 121.8(2) yes
N1 . C1 . H11 . 118.6 no
C2 . C1 . H11 . 119.5 no
C1 . C2 . C3 . 119.1(2) yes
C1 . C2 . H21 . 121.2 no
C3 . C2 . H21 . 119.7 no
C2 . C3 . C4 . 119.6(2) yes
C2 . C3 . H31 . 120.4 no
C4 . C3 . H31 . 120.0 no
C3 . C4 . C5 . 118.7(2) yes
C3 . C4 . H41 . 120.9 no
C5 . C4 . H41 . 120.4 no
C4 . C5 . N1 . 121.4(2) yes
C4 . C5 . C6 . 125.3(2) yes
N1 . C5 . C6 . 113.3(2) yes
C5 . C6 . N2 . 112.0(2) yes
C5 . C6 . C7 . 128.0(2) yes
N2 . C6 . C7 . 119.9(2) yes
C6 . C7 . C8 . 117.7(2) yes
C6 . C7 . H71 . 121.2 no
C8 . C7 . H71 . 121.2 no
C7 . C8 . C9 . 121.7(2) yes
C7 . C8 . Cl1 . 119.0(2) yes
C9 . C8 . Cl1 . 119.24(19) yes
C8 . C9 . C10 . 117.5(2) yes
C8 . C9 . H91 . 120.8 no
C10 . C9 . H91 . 121.6 no
C9 . C10 . N2 . 120.0(2) yes
C9 . C10 . C11 . 128.0(2) yes
N2 . C10 . C11 . 112.02(19) yes
C10 . C11 . N3 . 112.81(19) yes
C10 . C11 . C12 . 125.5(2) yes
N3 . C11 . C12 . 121.7(2) yes
C11 . C12 . C13 . 118.7(2) yes
C11 . C12 . H121 . 120.6 no
C13 . C12 . H121 . 120.7 no
C12 . C13 . C14 . 119.4(2) yes
C12 . C13 . H131 . 120.5 no
C14 . C13 . H131 . 120.0 no
C13 . C14 . C15 . 119.5(2) yes
C13 . C14 . H141 . 120.6 no
C15 . C14 . H141 . 119.9 no
C14 . C15 . N3 . 121.5(2) yes
C14 . C15 . H151 . 119.9 no
N3 . C15 . H151 . 118.5 no
Cl5 . C16 . Cl6 . 110.40(18) yes
Cl5 . C16 . Cl7 . 109.50(17) yes
Cl6 . C16 . Cl7 . 110.14(16) yes
Cl5 . C16 . H161 . 108.7 no
Cl6 . C16 . H161 . 110.4 no
Cl7 . C16 . H161 . 107.7 no

# Attachment '- KH151.cif'

data_kh151
_database_code_depnum_ccdc_archive 'CCDC 823228'
#TrackingRef '- KH151.cif'

_audit_creation_date             07-10-11
_audit_creation_method           CRYSTALS_ver_12.84

_oxford_structure_analysis_title '10111027 kh151_173k'
_chemical_name_systematic        ?
_chemical_melting_point          ?

_cell_length_a                   8.5363(1)
_cell_length_b                   10.9131(2)
_cell_length_c                   11.4735(2)
_cell_angle_alpha                104.3090(8)
_cell_angle_beta                 97.0490(8)
_cell_angle_gamma                110.5235(8)
_cell_volume                     943.78(3)

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P -1 '
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Co 0.3494 0.9721 12.2841 4.2791 7.3409 0.2784 4.0034 13.5359 2.3488 71.1692
1.0118 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Cl 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784
-9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'

_cell_formula_units_Z            2

# Given Formula = C19 H16 Cl1 Co1 N3 O4
# Dc = 1.25 Fooo = 454.00 Mu = 6.38 M = 356.23
# Found Formula = C19 H16 Cl1 Co1 N3 O4
# Dc = 1.56 FOOO = 454.00 Mu = 10.82 M = 444.74

_chemical_formula_sum            'C19 H16 Cl1 Co1 N3 O4'
_chemical_formula_moiety         'C19 H16 Cl Co N3 O4'
_chemical_compound_source        ?
_chemical_formula_weight         444.74

_cell_measurement_reflns_used    4497
_cell_measurement_theta_min      1
_cell_measurement_theta_max      28
_cell_measurement_temperature    173

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_min          0.04
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_max          0.20

_exptl_crystal_density_diffrn    1.565
_exptl_crystal_density_meas      ?
# Non-dispersive F(000):
_exptl_crystal_F_000             454
_exptl_absorpt_coefficient_mu    1.082

# Sheldrick geometric approximatio 0.93 0.96
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_absorpt_correction_T_min  0.93
_exptl_absorpt_correction_T_max  0.96
# For a Kappa CCD, set Tmin to 1.0 and
# Tmax to the ratio of max:min frame scales in scale_all.log
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       '\f & \w scans'

# If a reference occurs more than once, delete the author
# and date from subsequent references.
_computing_data_collection       'COLLECT (Nonius, 1997-2001).'
_computing_cell_refinement       'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_reduction        'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  ?
_diffrn_standards_interval_count ?
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      173
_diffrn_reflns_number            8942
_reflns_number_total             4499
_diffrn_reflns_av_R_equivalents  0.019
# Number of reflections with Friedels Law is 4499
# Number of reflections without Friedels Law is 0
# Theoretical number of reflections is about 4499

_diffrn_reflns_theta_min         1.883
_diffrn_reflns_theta_max         27.876
_diffrn_measured_fraction_theta_max 0.999

_diffrn_reflns_theta_full        27.876
_diffrn_measured_fraction_theta_full 0.999

_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_reflns_limit_h_min              -11
_reflns_limit_h_max              11
_reflns_limit_k_min              -14
_reflns_limit_k_max              13
_reflns_limit_l_min              0
_reflns_limit_l_max              15

_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00

_atom_sites_solution_primary     direct #heavy,direct,difmap,geom
# _atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens   geom

_refine_diff_density_min         -0.32
_refine_diff_density_max         0.79

_refine_ls_number_reflns         3337
_refine_ls_number_restraints     0
_refine_ls_number_parameters     253

#_refine_ls_R_factor_ref 0.0298
_refine_ls_wR_factor_ref         0.0328
_refine_ls_goodness_of_fit_ref   1.0738

#_reflns_number_all 4465
_refine_ls_R_factor_all          0.0431
_refine_ls_wR_factor_all         0.0466

# The I/u(I) cutoff below was used for refinement as
# well as the _gt R-factors:
_reflns_threshold_expression     I>3.0\s(I)
_reflns_number_gt                3337
_refine_ls_R_factor_gt           0.0298
_refine_ls_wR_factor_gt          0.0328

_refine_ls_shift/su_max          0.000286

# choose from: rm (reference molecule of known chirality),
# ad (anomolous dispersion - Flack), rmad (rm and ad),
# syn (from synthesis), unk (unknown) or . (not applicable).
_chemical_absolute_configuration .

_refine_ls_structure_factor_coef F
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr # none, undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982)
[weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)]
where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax
Method = Robust Weighting (Prince, 1982)
W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^
A~i~ are:
0.387 0.265 0.148
;

_publ_section_abstract           
# Text of the abstract
# (a) The Abstract must be self-contained and comprehensible
# without the rest of the paper. This means no references
# to atom names or to compound numbers; compounds must be
# identified as the title compound, or by name or by some other
# means such as derivatives of each other (e.g. "the
# corresponding ketone").
# (b) The chemical formula of "the title compound" must be given.
# (c) Any crystallographic molecular symmetry should be
# mentioned, and also the presence of more than one molecule
# in the asymmetric unit (i.e. anything other than Z'=1).
;
?
;
_publ_section_comment            
# Text of the paper
# Note that atoms are referenced as N2, not N(2) or N~2~
# If text containing () occur within (), the outer ones should be []
# Figures should be referenced as Fih.
;
?
;
_publ_section_acknowledgements   # Acknowledgments
;
?
;
_publ_section_figure_captions    
# Captions to figures - Start each caption on a new line after a blank line
;
Fig. 1.
The title compound with displacement ellipsoids drawn at the 50%
probability level. H atoms are shown as spheres of
arbitary radius.

;

_publ_section_exptl_refinement   
# Some potentially useful phrases are donated by Bill Clegg:
;
In the absence of significant anomalous scattering, Friedel pairs were
merged.

The absolute configuration was arbitrarily assigned.

The relatively large ratio of minimum to maximum corrections applied
in the multiscan process (1:nnn) reflect changes in the illuminated
volume of the crystal.

Changes in illuminated volume were kept to a minimum, and were
taken into account (G\"orbitz, 1999) by the multi-scan inter-frame
scaling (DENZO/SCALEPACK, Otwinowski & Minor, 1997).

G\"orbitz, C. H. (1999). Acta Cryst. B55, 1090-1098.

The H atoms were all located in a difference map, but those
attached to carbon atoms were repositioned geometrically.
The H atoms were initially refined with soft restraints on the
bond lengths and angles to regularise their geometry
(C---H in the range 0.93--0.98,
N---H in the range 0.86--0.89
N---H to 0.86
O---H = 0.82
\%A)
and
U~iso~(H) (in the range 1.2-1.5 times U~eq~ of the parent atom),
after which the positions were refined with riding constraints.

;

_publ_section_exptl_prep         
# Brief details or a reference. Include solvent if known
;
?
;

# End of 'script/refcif.dat'

# Insert your own references if required - in alphabetical order
_publ_section_references         
;
Altomare, A., Cascarano, G., Giacovazzo, G., Guagliardi, A., Burla, M.C.,
Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435.

Betteridge, P.W., Carruthers, J.R., Cooper, R.I.,
Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487.

Larson, A.C. (1970) Crystallographic Computing, Ed Ahmed, F.R.,
Munksgaard, Copenhagen, 291-294.

Nonius (1997-2001). COLLECT. Nonius BV, Delft, The Netherlands.

Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276,
edited by C. W. Carter Jr & R. M. Sweet, pp. 307--326.
New York: Academic Press.

Prince, E.
Mathematical Techniques in Crystallography
and Materials Science
Springer-Verlag, New York, 1982.

Watkin D.J. (1994).
Acta Cryst, A50, 411-437.

Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical
Crystallography Laboratory, Oxford, UK.
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atomsattached to an atom.

# ..._refinement_flags_...
# . no refinement constraints S special position constraint on site
# G rigid group refinement of site R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond) P partial occupancy constraint

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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Co1 Co 0.33939(3) 0.08779(3) 0.22293(2) 0.0284 1.0000 Uani . . . . . .
N1 N 0.1751(2) 0.19172(16) 0.27469(15) 0.0311 1.0000 Uani . . . . . .
N2 N 0.43932(19) 0.18524(15) 0.40812(14) 0.0275 1.0000 Uani . . . . . .
N3 N 0.54428(19) 0.02163(16) 0.26375(14) 0.0305 1.0000 Uani . . . . . .
C1 C 0.0333(3) 0.1818(2) 0.2022(2) 0.0373 1.0000 Uani . . . . . .
C2 C -0.0631(3) 0.2554(2) 0.2433(2) 0.0419 1.0000 Uani . . . . . .
C3 C -0.0109(3) 0.3428(2) 0.3630(2) 0.0454 1.0000 Uani . . . . . .
C4 C 0.1367(3) 0.3545(2) 0.4390(2) 0.0397 1.0000 Uani . . . . . .
C5 C 0.2260(2) 0.27675(19) 0.39213(17) 0.0310 1.0000 Uani . . . . . .
C6 C 0.3810(2) 0.27661(19) 0.46676(17) 0.0294 1.0000 Uani . . . . . .
C7 C 0.4611(2) 0.3617(2) 0.58688(17) 0.0324 1.0000 Uani . . . . . .
C8 C 0.6016(2) 0.3450(2) 0.64417(17) 0.0329 1.0000 Uani . . . . . .
C9 C 0.6616(2) 0.24977(19) 0.58535(17) 0.0316 1.0000 Uani . . . . . .
C10 C 0.5765(2) 0.17151(18) 0.46372(16) 0.0278 1.0000 Uani . . . . . .
C11 C 0.6287(2) 0.07010(19) 0.38323(16) 0.0283 1.0000 Uani . . . . . .
C12 C 0.7557(2) 0.0298(2) 0.42652(19) 0.0359 1.0000 Uani . . . . . .
C13 C 0.8001(3) -0.0600(2) 0.3430(2) 0.0428 1.0000 Uani . . . . . .
C14 C 0.7165(3) -0.1072(2) 0.2196(2) 0.0435 1.0000 Uani . . . . . .
C15 C 0.5889(3) -0.0646(2) 0.18375(19) 0.0378 1.0000 Uani . . . . . .
C16 C 0.1147(2) -0.1578(2) 0.1402(2) 0.0367 1.0000 Uani . . . . . .
C17 C -0.0106(3) -0.3032(2) 0.0720(3) 0.0559 1.0000 Uani . . . . . .
C18 C 0.5578(2) 0.3276(2) 0.17205(19) 0.0341 1.0000 Uani . . . . . .
C19 C 0.6119(4) 0.4078(3) 0.0841(3) 0.0588 1.0000 Uani . . . . . .
O1 O 0.18919(19) -0.08417(15) 0.07775(14) 0.0434 1.0000 Uani . . . . . .
O2 O 0.14445(19) -0.11201(16) 0.25494(14) 0.0429 1.0000 Uani . . . . . .
O3 O 0.44620(19) 0.20570(14) 0.12251(13) 0.0399 1.0000 Uani . . . . . .
O4 O 0.6246(2) 0.38248(16) 0.28417(14) 0.0448 1.0000 Uani . . . . . .
Cl1 Cl 0.70657(7) 0.44870(6) 0.79421(5) 0.0473 1.0000 Uani . . . . . .
H11 H -0.0014 0.1226 0.1179 0.0449 1.0000 Uiso R . . . . .
H21 H -0.1614 0.2455 0.1884 0.0511 1.0000 Uiso R . . . . .
H31 H -0.0756 0.3926 0.3961 0.0562 1.0000 Uiso R . . . . .
H41 H 0.1752 0.4141 0.5164 0.0474 1.0000 Uiso R . . . . .
H71 H 0.4237 0.4279 0.6263 0.0385 1.0000 Uiso R . . . . .
H91 H 0.7533 0.2373 0.6273 0.0360 1.0000 Uiso R . . . . .
H121 H 0.8074 0.0620 0.5094 0.0443 1.0000 Uiso R . . . . .
H131 H 0.8856 -0.0877 0.3672 0.0519 1.0000 Uiso R . . . . .
H141 H 0.7460 -0.1667 0.1633 0.0511 1.0000 Uiso R . . . . .
H151 H 0.5328 -0.0946 0.0992 0.0443 1.0000 Uiso R . . . . .
H171 H -0.0417 -0.3553 0.1293 0.0738 1.0000 Uiso R . . . . .
H172 H 0.0408 -0.3454 0.0117 0.0735 1.0000 Uiso R . . . . .
H173 H -0.1104 -0.3000 0.0245 0.0731 1.0000 Uiso R . . . . .
H191 H 0.6404 0.5042 0.1255 0.0869 1.0000 Uiso R . . . . .
H192 H 0.7116 0.3967 0.0635 0.0870 1.0000 Uiso R . . . . .
H193 H 0.5248 0.3769 0.0130 0.0872 1.0000 Uiso R . . . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Co1 0.02615(12) 0.03028(13) 0.02463(12) 0.00639(9) 0.00112(9) 0.00930(9)
N1 0.0290(8) 0.0308(8) 0.0327(8) 0.0106(6) 0.0031(6) 0.0118(6)
N2 0.0259(7) 0.0302(7) 0.0259(7) 0.0091(6) 0.0041(6) 0.0109(6)
N3 0.0253(7) 0.0334(8) 0.0290(8) 0.0060(6) 0.0039(6) 0.0106(6)
C1 0.0315(9) 0.0373(10) 0.0395(10) 0.0137(8) -0.0002(8) 0.0111(8)
C2 0.0299(10) 0.0438(11) 0.0531(13) 0.0192(10) 0.0011(9) 0.0159(9)
C3 0.0400(11) 0.0481(12) 0.0553(13) 0.0159(10) 0.0104(10) 0.0260(10)
C4 0.0387(11) 0.0398(11) 0.0405(11) 0.0074(9) 0.0064(9) 0.0199(9)
C5 0.0292(9) 0.0302(9) 0.0330(9) 0.0102(7) 0.0048(7) 0.0114(7)
C6 0.0282(9) 0.0298(9) 0.0296(9) 0.0107(7) 0.0058(7) 0.0101(7)
C7 0.0338(9) 0.0313(9) 0.0309(9) 0.0075(7) 0.0066(7) 0.0131(8)
C8 0.0322(9) 0.0347(9) 0.0232(8) 0.0061(7) 0.0015(7) 0.0069(8)
C9 0.0279(9) 0.0361(9) 0.0280(9) 0.0098(7) 0.0024(7) 0.0110(8)
C10 0.0231(8) 0.0298(9) 0.0278(8) 0.0096(7) 0.0035(7) 0.0075(7)
C11 0.0228(8) 0.0308(9) 0.0293(8) 0.0095(7) 0.0053(7) 0.0084(7)
C12 0.0302(9) 0.0425(11) 0.0362(10) 0.0130(8) 0.0045(8) 0.0165(8)
C13 0.0329(10) 0.0471(12) 0.0525(12) 0.0142(10) 0.0086(9) 0.0220(9)
C14 0.0381(11) 0.0438(11) 0.0474(12) 0.0042(9) 0.0121(9) 0.0208(9)
C15 0.0337(10) 0.0391(10) 0.0347(10) 0.0029(8) 0.0062(8) 0.0141(8)
C16 0.0260(9) 0.0328(10) 0.0471(11) 0.0105(8) 0.0007(8) 0.0105(8)
C17 0.0402(12) 0.0362(11) 0.0702(16) 0.0100(11) 0.0009(11) -0.0010(10)
C18 0.0324(9) 0.0331(9) 0.0397(10) 0.0113(8) 0.0099(8) 0.0158(8)
C19 0.0660(16) 0.0450(13) 0.0586(15) 0.0231(12) 0.0192(13) 0.0078(12)
O1 0.0391(8) 0.0376(8) 0.0374(8) 0.0098(6) -0.0029(6) 0.0016(6)
O2 0.0411(8) 0.0464(9) 0.0429(8) 0.0153(7) 0.0077(7) 0.0189(7)
O3 0.0433(8) 0.0338(7) 0.0353(7) 0.0106(6) 0.0099(6) 0.0066(6)
O4 0.0461(9) 0.0405(8) 0.0417(8) 0.0057(7) 0.0024(7) 0.0176(7)
Cl1 0.0481(3) 0.0510(3) 0.0285(2) -0.0014(2) -0.0034(2) 0.0167(2)

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.4546(6)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Co1 . N1 . 2.1430(16) yes
Co1 . N2 . 2.0433(15) yes
Co1 . N3 . 2.1567(16) yes
Co1 . O1 . 2.0454(14) yes
Co1 . O2 . 2.3790(15) yes
Co1 . O3 . 1.9957(14) yes
N1 . C1 . 1.336(2) yes
N1 . C5 . 1.349(2) yes
N2 . C6 . 1.339(2) yes
N2 . C10 . 1.337(2) yes
N3 . C11 . 1.345(2) yes
N3 . C15 . 1.336(2) yes
C1 . C2 . 1.384(3) yes
C1 . H11 . 0.963 no
C2 . C3 . 1.378(3) yes
C2 . H21 . 0.941 no
C3 . C4 . 1.388(3) yes
C3 . H31 . 0.951 no
C4 . C5 . 1.385(3) yes
C4 . H41 . 0.901 no
C5 . C6 . 1.486(2) yes
C6 . C7 . 1.386(3) yes
C7 . C8 . 1.386(3) yes
C7 . H71 . 0.930 no
C8 . C9 . 1.381(3) yes
C8 . Cl1 . 1.7305(18) yes
C9 . C10 . 1.390(2) yes
C9 . H91 . 0.937 no
C10 . C11 . 1.489(3) yes
C11 . C12 . 1.388(3) yes
C12 . C13 . 1.382(3) yes
C12 . H121 . 0.920 no
C13 . C14 . 1.382(3) yes
C13 . H131 . 0.920 no
C14 . C15 . 1.382(3) yes
C14 . H141 . 0.922 no
C15 . H151 . 0.947 no
C16 . C17 . 1.505(3) yes
C16 . O1 . 1.265(3) yes
C16 . O2 . 1.245(3) yes
C17 . H171 . 0.973 no
C17 . H172 . 0.971 no
C17 . H173 . 0.969 no
C18 . C19 . 1.505(3) yes
C18 . O3 . 1.267(2) yes
C18 . O4 . 1.240(3) yes
C19 . H191 . 0.967 no
C19 . H192 . 0.951 no
C19 . H193 . 0.933 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 . Co1 . N2 . 76.70(6) yes
N1 . Co1 . N3 . 152.95(6) yes
N2 . Co1 . N3 . 76.43(6) yes
N1 . Co1 . O1 . 105.66(6) yes
N2 . Co1 . O1 . 151.06(6) yes
N3 . Co1 . O1 . 96.38(6) yes
N1 . Co1 . O2 . 89.21(5) yes
N2 . Co1 . O2 . 92.85(6) yes
N3 . Co1 . O2 . 89.04(6) yes
O1 . Co1 . O2 . 58.69(6) yes
N1 . Co1 . O3 . 94.88(6) yes
N2 . Co1 . O3 . 111.83(6) yes
N3 . Co1 . O3 . 97.90(6) yes
O1 . Co1 . O3 . 96.83(6) yes
O2 . Co1 . O3 . 155.27(6) yes
Co1 . N1 . C1 . 126.50(14) yes
Co1 . N1 . C5 . 114.79(12) yes
C1 . N1 . C5 . 118.70(17) yes
Co1 . N2 . C6 . 118.65(12) yes
Co1 . N2 . C10 . 119.43(12) yes
C6 . N2 . C10 . 121.24(16) yes
Co1 . N3 . C11 . 115.00(12) yes
Co1 . N3 . C15 . 126.42(13) yes
C11 . N3 . C15 . 118.54(17) yes
N1 . C1 . C2 . 122.4(2) yes
N1 . C1 . H11 . 118.6 no
C2 . C1 . H11 . 119.0 no
C1 . C2 . C3 . 119.03(19) yes
C1 . C2 . H21 . 119.2 no
C3 . C2 . H21 . 121.8 no
C2 . C3 . C4 . 119.1(2) yes
C2 . C3 . H31 . 121.9 no
C4 . C3 . H31 . 119.0 no
C3 . C4 . C5 . 118.8(2) yes
C3 . C4 . H41 . 120.2 no
C5 . C4 . H41 . 121.0 no
C4 . C5 . N1 . 121.98(17) yes
C4 . C5 . C6 . 123.32(18) yes
N1 . C5 . C6 . 114.68(16) yes
C5 . C6 . N2 . 114.16(16) yes
C5 . C6 . C7 . 124.36(17) yes
N2 . C6 . C7 . 121.48(17) yes
C6 . C7 . C8 . 116.72(18) yes
C6 . C7 . H71 . 121.4 no
C8 . C7 . H71 . 121.8 no
C7 . C8 . C9 . 122.37(17) yes
C7 . C8 . Cl1 . 118.62(15) yes
C9 . C8 . Cl1 . 119.01(15) yes
C8 . C9 . C10 . 117.03(17) yes
C8 . C9 . H91 . 120.8 no
C10 . C9 . H91 . 122.2 no
C9 . C10 . N2 . 121.12(17) yes
C9 . C10 . C11 . 124.71(16) yes
N2 . C10 . C11 . 114.15(15) yes
C10 . C11 . N3 . 114.50(15) yes
C10 . C11 . C12 . 123.21(17) yes
N3 . C11 . C12 . 122.29(17) yes
C11 . C12 . C13 . 118.59(19) yes
C11 . C12 . H121 . 120.0 no
C13 . C12 . H121 . 121.4 no
C12 . C13 . C14 . 119.18(19) yes
C12 . C13 . H131 . 121.5 no
C14 . C13 . H131 . 119.3 no
C13 . C14 . C15 . 118.9(2) yes
C13 . C14 . H141 . 119.6 no
C15 . C14 . H141 . 121.4 no
C14 . C15 . N3 . 122.42(19) yes
C14 . C15 . H151 . 119.6 no
N3 . C15 . H151 . 118.0 no
C17 . C16 . O1 . 118.1(2) yes
C17 . C16 . O2 . 120.7(2) yes
O1 . C16 . O2 . 121.22(18) yes
C16 . C17 . H171 . 110.7 no
C16 . C17 . H172 . 108.6 no
H171 . C17 . H172 . 111.4 no
C16 . C17 . H173 . 108.4 no
H171 . C17 . H173 . 111.8 no
H172 . C17 . H173 . 105.8 no
C19 . C18 . O3 . 115.39(19) yes
C19 . C18 . O4 . 119.33(19) yes
O3 . C18 . O4 . 125.27(19) yes
C18 . C19 . H191 . 108.9 no
C18 . C19 . H192 . 107.2 no
H191 . C19 . H192 . 109.2 no
C18 . C19 . H193 . 111.5 no
H191 . C19 . H193 . 109.5 no
H192 . C19 . H193 . 110.5 no
Co1 . O1 . C16 . 97.42(13) yes
Co1 . O2 . C16 . 82.65(12) yes
Co1 . O3 . C18 . 122.00(13) yes

# Attachment '- KH377.CIF'

data_kh377
_database_code_depnum_ccdc_archive 'CCDC 823229'
#TrackingRef '- KH377.CIF'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H19 Co N3 O5'
_chemical_formula_sum            'C20 H19 Co N3 O5'
_chemical_formula_weight         440.31

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'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1
_symmetry_space_group_name_Hall  -P1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.1976(16)
_cell_length_b                   10.949(2)
_cell_length_c                   11.250(2)
_cell_angle_alpha                93.90(3)
_cell_angle_beta                 107.00(3)
_cell_angle_gamma                94.79(3)
_cell_volume                     957.7(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.09
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.527
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             454
_exptl_absorpt_coefficient_mu    0.934
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8138
_exptl_absorpt_correction_T_max  0.9206
_exptl_absorpt_process_details   '(Blessing 1951)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Stoe IPDS'
_diffrn_measurement_method       '\w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            35684
_diffrn_reflns_av_R_equivalents  0.0772
_diffrn_reflns_av_sigmaI/netI    0.0347
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.61
_diffrn_reflns_theta_max         31.50
_reflns_number_total             6260
_reflns_number_gt                6033
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Stoe IPDS'
_computing_cell_refinement       'Stoe IPDS'
_computing_data_reduction        'Stoe IPDS'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0379P)^2^+0.3602P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6260
_refine_ls_number_parameters     265
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0358
_refine_ls_R_factor_gt           0.0344
_refine_ls_wR_factor_ref         0.0908
_refine_ls_wR_factor_gt          0.0899
_refine_ls_goodness_of_fit_ref   1.106
_refine_ls_restrained_S_all      1.106
_refine_ls_shift/su_max          0.011
_refine_ls_shift/su_mean         0.000

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
Co1 Co 0.79324(2) 0.762568(13) 0.701176(14) 0.02007(6) Uani 1 1 d . . .
N1 N 1.04195(14) 0.70624(9) 0.78062(10) 0.02288(18) Uani 1 1 d . . .
N2 N 0.74358(13) 0.58226(9) 0.72636(10) 0.02172(18) Uani 1 1 d . . .
N3 N 0.51949(14) 0.72410(10) 0.61421(10) 0.02423(19) Uani 1 1 d . . .
C1 C 1.19081(17) 0.77562(12) 0.80153(12) 0.0269(2) Uani 1 1 d . . .
H1A H 1.1896 0.8553 0.7729 0.032 Uiso 1 1 calc R . .
C2 C 1.34700(18) 0.73684(14) 0.86302(14) 0.0323(3) Uani 1 1 d . . .
H2A H 1.4510 0.7883 0.8758 0.039 Uiso 1 1 calc R . .
C3 C 1.34786(19) 0.62128(15) 0.90538(15) 0.0355(3) Uani 1 1 d . . .
H3A H 1.4531 0.5927 0.9492 0.043 Uiso 1 1 calc R . .
C4 C 1.19419(18) 0.54712(13) 0.88357(13) 0.0306(3) Uani 1 1 d . . .
H4A H 1.1926 0.4673 0.9116 0.037 Uiso 1 1 calc R . .
C5 C 1.04291(16) 0.59236(11) 0.81979(11) 0.0233(2) Uani 1 1 d . . .
C6 C 0.87129(16) 0.52048(11) 0.78672(11) 0.0229(2) Uani 1 1 d . . .
C7 C 0.84362(18) 0.39903(11) 0.81149(12) 0.0272(2) Uani 1 1 d . . .
H7A H 0.9353 0.3564 0.8559 0.033 Uiso 1 1 calc R . .
C8 C 0.67497(19) 0.34244(11) 0.76812(13) 0.0291(2) Uani 1 1 d . . .
C9 C 0.54201(18) 0.40763(12) 0.70537(13) 0.0284(2) Uani 1 1 d . . .
H9A H 0.4269 0.3701 0.6768 0.034 Uiso 1 1 calc R . .
C10 C 0.58195(16) 0.52802(11) 0.68588(11) 0.0228(2) Uani 1 1 d . . .
C11 C 0.45529(16) 0.60795(11) 0.61837(11) 0.0230(2) Uani 1 1 d . . .
C12 C 0.28295(17) 0.56668(13) 0.56182(13) 0.0292(2) Uani 1 1 d . . .
H12A H 0.2404 0.4837 0.5641 0.035 Uiso 1 1 calc R . .
C13 C 0.17457(18) 0.64890(15) 0.50212(14) 0.0331(3) Uani 1 1 d . . .
H13A H 0.0560 0.6232 0.4637 0.040 Uiso 1 1 calc R . .
C14 C 0.24018(18) 0.76852(15) 0.49894(14) 0.0330(3) Uani 1 1 d . . .
H14A H 0.1678 0.8265 0.4589 0.040 Uiso 1 1 calc R . .
C15 C 0.41369(17) 0.80217(13) 0.55528(13) 0.0287(2) Uani 1 1 d . . .
H15A H 0.4595 0.8840 0.5520 0.034 Uiso 1 1 calc R . .
O1 O 0.62782(17) 0.22471(10) 0.78109(13) 0.0414(3) Uani 1 1 d . . .
C16 C 0.7608(3) 0.14888(15) 0.83169(19) 0.0470(4) Uani 1 1 d . . .
H16A H 0.8439 0.1531 0.7843 0.070 Uiso 1 1 calc R . .
H16B H 0.7105 0.0635 0.8259 0.070 Uiso 1 1 calc R . .
H16C H 0.8190 0.1782 0.9194 0.070 Uiso 1 1 calc R . .
C20 C 0.81169(16) 0.84813(12) 0.50399(12) 0.0261(2) Uani 1 1 d . . .
C21 C 0.8011(2) 0.90205(16) 0.38290(14) 0.0383(3) Uani 1 1 d . . .
H21A H 0.8153 0.8385 0.3222 0.057 Uiso 1 1 calc R . .
H21B H 0.8921 0.9703 0.3971 0.057 Uiso 1 1 calc R . .
H21C H 0.6890 0.9325 0.3505 0.057 Uiso 1 1 calc R . .
O20 O 0.81123(15) 0.91669(9) 0.59901(10) 0.0314(2) Uani 1 1 d . . .
O21 O 0.81665(13) 0.73424(9) 0.50932(9) 0.02886(19) Uani 1 1 d . . .
C30 C 0.80007(19) 0.82002(12) 0.96264(12) 0.0286(2) Uani 1 1 d . . .
C31 C 0.7861(4) 0.91693(19) 1.06075(16) 0.0591(6) Uani 1 1 d . . .
H31A H 0.7615 0.8767 1.1297 0.089 Uiso 1 1 calc R . .
H31B H 0.6933 0.9664 1.0237 0.089 Uiso 1 1 calc R . .
H31C H 0.8946 0.9704 1.0924 0.089 Uiso 1 1 calc R . .
O30 O 0.77812(15) 0.85664(9) 0.85487(9) 0.0304(2) Uani 1 1 d . . .
O31 O 0.8304(2) 0.71647(11) 0.99166(11) 0.0461(3) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Co1 0.02409(8) 0.01677(8) 0.02010(8) 0.00416(5) 0.00701(6) 0.00307(5)
N1 0.0261(4) 0.0213(4) 0.0213(4) 0.0035(3) 0.0067(3) 0.0035(3)
N2 0.0255(4) 0.0177(4) 0.0222(4) 0.0036(3) 0.0069(4) 0.0027(3)
N3 0.0254(4) 0.0230(4) 0.0260(5) 0.0055(4) 0.0093(4) 0.0046(4)
C1 0.0288(6) 0.0251(5) 0.0268(5) 0.0026(4) 0.0087(4) 0.0015(4)
C2 0.0259(6) 0.0361(7) 0.0329(6) 0.0026(5) 0.0063(5) 0.0017(5)
C3 0.0280(6) 0.0407(7) 0.0361(7) 0.0086(6) 0.0041(5) 0.0093(5)
C4 0.0310(6) 0.0301(6) 0.0306(6) 0.0089(5) 0.0061(5) 0.0088(5)
C5 0.0276(5) 0.0222(5) 0.0207(5) 0.0044(4) 0.0070(4) 0.0055(4)
C6 0.0287(5) 0.0197(5) 0.0213(5) 0.0039(4) 0.0079(4) 0.0047(4)
C7 0.0355(6) 0.0200(5) 0.0270(5) 0.0068(4) 0.0090(5) 0.0057(4)
C8 0.0393(7) 0.0182(5) 0.0309(6) 0.0058(4) 0.0121(5) 0.0011(4)
C9 0.0323(6) 0.0216(5) 0.0319(6) 0.0037(4) 0.0112(5) -0.0010(4)
C10 0.0269(5) 0.0196(5) 0.0227(5) 0.0021(4) 0.0090(4) 0.0021(4)
C11 0.0249(5) 0.0224(5) 0.0231(5) 0.0014(4) 0.0094(4) 0.0029(4)
C12 0.0251(5) 0.0290(6) 0.0335(6) -0.0005(5) 0.0102(5) 0.0016(4)
C13 0.0241(5) 0.0392(7) 0.0349(7) -0.0008(5) 0.0075(5) 0.0055(5)
C14 0.0284(6) 0.0380(7) 0.0341(7) 0.0063(5) 0.0088(5) 0.0119(5)
C15 0.0288(6) 0.0278(6) 0.0321(6) 0.0084(5) 0.0103(5) 0.0083(5)
O1 0.0493(7) 0.0201(4) 0.0525(7) 0.0130(4) 0.0108(5) -0.0012(4)
C16 0.0630(11) 0.0234(6) 0.0534(10) 0.0156(6) 0.0120(8) 0.0088(7)
C20 0.0247(5) 0.0301(6) 0.0241(5) 0.0083(4) 0.0077(4) 0.0006(4)
C21 0.0435(8) 0.0450(8) 0.0266(6) 0.0143(6) 0.0101(6) -0.0017(6)
O20 0.0428(5) 0.0247(4) 0.0276(4) 0.0046(3) 0.0125(4) -0.0003(4)
O21 0.0313(4) 0.0282(4) 0.0289(4) 0.0050(3) 0.0109(4) 0.0054(4)
C30 0.0378(6) 0.0262(6) 0.0215(5) 0.0043(4) 0.0070(5) 0.0063(5)
C31 0.1113(19) 0.0459(9) 0.0246(7) 0.0034(6) 0.0215(9) 0.0302(11)
O30 0.0476(6) 0.0242(4) 0.0217(4) 0.0049(3) 0.0117(4) 0.0104(4)
O31 0.0786(9) 0.0295(5) 0.0312(5) 0.0117(4) 0.0134(6) 0.0144(6)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
Co1 O30 1.9926(11) . ?
Co1 N2 2.0378(11) . ?
Co1 O20 2.1240(11) . ?
Co1 N1 2.1343(13) . ?
Co1 N3 2.1617(13) . ?
Co1 O21 2.2256(11) . ?
Co1 C20 2.5054(14) . ?
N1 C1 1.3321(17) . ?
N1 C5 1.3503(15) . ?
N2 C6 1.3341(16) . ?
N2 C10 1.3395(16) . ?
N3 C15 1.3367(17) . ?
N3 C11 1.3443(16) . ?
C1 C2 1.382(2) . ?
C1 H1A 0.9500 . ?
C2 C3 1.382(2) . ?
C2 H2A 0.9500 . ?
C3 C4 1.388(2) . ?
C3 H3A 0.9500 . ?
C4 C5 1.3888(18) . ?
C4 H4A 0.9500 . ?
C5 C6 1.4853(18) . ?
C6 C7 1.3908(17) . ?
C7 C8 1.398(2) . ?
C7 H7A 0.9500 . ?
C8 O1 1.3445(16) . ?
C8 C9 1.394(2) . ?
C9 C10 1.3791(17) . ?
C9 H9A 0.9500 . ?
C10 C11 1.4838(18) . ?
C11 C12 1.3905(18) . ?
C12 C13 1.385(2) . ?
C12 H12A 0.9500 . ?
C13 C14 1.381(2) . ?
C13 H13A 0.9500 . ?
C14 C15 1.383(2) . ?
C14 H14A 0.9500 . ?
C15 H15A 0.9500 . ?
O1 C16 1.433(2) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C20 O21 1.2558(16) . ?
C20 O20 1.2649(17) . ?
C20 C21 1.5036(19) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C30 O31 1.2262(17) . ?
C30 O30 1.2704(16) . ?
C30 C31 1.514(2) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?

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
O30 Co1 N2 104.98(5) . . ?
O30 Co1 O20 96.75(4) . . ?
N2 Co1 O20 156.56(4) . . ?
O30 Co1 N1 96.93(5) . . ?
N2 Co1 N1 76.37(5) . . ?
O20 Co1 N1 110.01(5) . . ?
O30 Co1 N3 95.88(5) . . ?
N2 Co1 N3 76.48(5) . . ?
O20 Co1 N3 92.85(5) . . ?
N1 Co1 N3 152.16(4) . . ?
O30 Co1 O21 157.02(4) . . ?
N2 Co1 O21 97.77(5) . . ?
O20 Co1 O21 60.28(4) . . ?
N1 Co1 O21 91.44(5) . . ?
N3 Co1 O21 86.23(5) . . ?
O30 Co1 C20 127.01(4) . . ?
N2 Co1 C20 127.04(5) . . ?
O20 Co1 C20 30.31(4) . . ?
N1 Co1 C20 103.75(5) . . ?
N3 Co1 C20 87.84(5) . . ?
O21 Co1 C20 30.05(4) . . ?
C1 N1 C5 118.85(11) . . ?
C1 N1 Co1 125.92(9) . . ?
C5 N1 Co1 115.07(9) . . ?
C6 N2 C10 120.56(10) . . ?
C6 N2 Co1 119.76(9) . . ?
C10 N2 Co1 119.64(8) . . ?
C15 N3 C11 118.82(12) . . ?
C15 N3 Co1 126.51(9) . . ?
C11 N3 Co1 114.63(9) . . ?
N1 C1 C2 122.92(13) . . ?
N1 C1 H1A 118.5 . . ?
C2 C1 H1A 118.5 . . ?
C3 C2 C1 118.27(14) . . ?
C3 C2 H2A 120.9 . . ?
C1 C2 H2A 120.9 . . ?
C2 C3 C4 119.68(13) . . ?
C2 C3 H3A 120.2 . . ?
C4 C3 H3A 120.2 . . ?
C3 C4 C5 118.48(13) . . ?
C3 C4 H4A 120.8 . . ?
C5 C4 H4A 120.8 . . ?
N1 C5 C4 121.76(12) . . ?
N1 C5 C6 114.59(11) . . ?
C4 C5 C6 123.64(11) . . ?
N2 C6 C7 122.20(12) . . ?
N2 C6 C5 113.54(10) . . ?
C7 C6 C5 124.23(11) . . ?
C6 C7 C8 117.04(12) . . ?
C6 C7 H7A 121.5 . . ?
C8 C7 H7A 121.5 . . ?
O1 C8 C9 115.21(13) . . ?
O1 C8 C7 124.33(13) . . ?
C9 C8 C7 120.46(12) . . ?
C10 C9 C8 118.27(13) . . ?
C10 C9 H9A 120.9 . . ?
C8 C9 H9A 120.9 . . ?
N2 C10 C9 121.45(12) . . ?
N2 C10 C11 114.09(10) . . ?
C9 C10 C11 124.45(12) . . ?
N3 C11 C12 121.85(12) . . ?
N3 C11 C10 115.06(11) . . ?
C12 C11 C10 123.09(11) . . ?
C13 C12 C11 118.68(13) . . ?
C13 C12 H12A 120.7 . . ?
C11 C12 H12A 120.7 . . ?
C14 C13 C12 119.46(13) . . ?
C14 C13 H13A 120.3 . . ?
C12 C13 H13A 120.3 . . ?
C13 C14 C15 118.53(13) . . ?
C13 C14 H14A 120.7 . . ?
C15 C14 H14A 120.7 . . ?
N3 C15 C14 122.64(13) . . ?
N3 C15 H15A 118.7 . . ?
C14 C15 H15A 118.7 . . ?
C8 O1 C16 117.79(14) . . ?
O1 C16 H16A 109.5 . . ?
O1 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
O1 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O21 C20 O20 120.24(12) . . ?
O21 C20 C21 119.60(13) . . ?
O20 C20 C21 120.14(13) . . ?
O21 C20 Co1 62.55(7) . . ?
O20 C20 Co1 57.93(7) . . ?
C21 C20 Co1 173.29(10) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 O20 Co1 91.77(8) . . ?
C20 O21 Co1 87.40(8) . . ?
O31 C30 O30 126.09(13) . . ?
O31 C30 C31 119.41(13) . . ?
O30 C30 C31 114.50(13) . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C30 O30 Co1 127.95(9) . . ?

_diffrn_measured_fraction_theta_max 0.984
_diffrn_reflns_theta_full        31.50
_diffrn_measured_fraction_theta_full 0.984
_refine_diff_density_max         0.406
_refine_diff_density_min         -0.782
_refine_diff_density_rms         0.057

# Attachment '- KH382.cif'

data_KH382
_database_code_depnum_ccdc_archive 'CCDC 823230'
#TrackingRef '- KH382.cif'

_audit_creation_date             11-01-25
_audit_creation_method           CRYSTALS_ver_14.09

_oxford_structure_analysis_title 'kh382_123k_0ma in P2(1)/c'
_chemical_name_systematic        ?
_chemical_melting_point          ?

_cell_length_a                   19.5517(6)
_cell_length_b                   8.9285(3)
_cell_length_c                   17.7411(5)
_cell_angle_alpha                90
_cell_angle_beta                 92.4040(10)
_cell_angle_gamma                90
_cell_volume                     3094.29(17)

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P 21/c '
_symmetry_space_group_name_Hall  '-P 2ybc'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x,y+1/2,-z+1/2
x,-y+1/2,z+1/2

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Cl 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784
-9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Co 0.3494 0.9721 12.2841 4.2791 7.3409 0.2784 4.0034 13.5359 2.3488 71.1692
1.0118 'International Tables Vol C 4.2.6.8 and 6.1.1.4'

_cell_formula_units_Z            8

# Given Formula = C16 H13 Cl2 Co1 N3 O1
# Dc = 1.69 Fooo = 1592.00 Mu = 14.61 M = 786.27
# Found Formula = C16 H13 Cl2 Co1 N3 O1
# Dc = 1.69 FOOO = 1592.00 Mu = 14.61 M = 786.27

_chemical_formula_sum            'C16 H13 Cl2 Co1 N3 O1'
_chemical_formula_moiety         'C16 H13 Cl2 Co1 N3 O1'
_chemical_compound_source        ?
_chemical_formula_weight         393.14

_cell_measurement_reflns_used    9357
_cell_measurement_theta_min      3
_cell_measurement_theta_max      36
_cell_measurement_temperature    123

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_min          0.210
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_max          0.480

_exptl_crystal_density_diffrn    1.688
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000):
_exptl_crystal_F_000             1592
_exptl_absorpt_coefficient_mu    1.461

# Sheldrick geometric approximatio 0.73 0.74
# No experimental values of Tmin/max available
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_absorpt_correction_T_min  0.73
_exptl_absorpt_correction_T_max  0.74
_diffrn_measurement_device_type  'Bruker Kappa Apex2'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       '\f & \w scans'

# If a reference occurs more than once, delete the author
# and date from subsequent references.
_computing_data_collection       'Apex2 (Bruker AXS, 2006)'
_computing_cell_refinement       'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction        'Apex2 (Bruker AXS, 2006)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      123
_diffrn_reflns_number            108956
_reflns_number_total             15003
_diffrn_reflns_av_R_equivalents  0.030
# Number of reflections without Friedels Law is 15003
# Number of reflections with Friedels Law is 0
# Theoretical number of reflections is about 15053

_diffrn_reflns_theta_min         2.085
_diffrn_reflns_theta_max         36.366
_diffrn_measured_fraction_theta_max 0.998

_diffrn_reflns_theta_full        36.366
_diffrn_measured_fraction_theta_full 0.998

_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_reflns_limit_h_min              -32
_reflns_limit_h_max              32
_reflns_limit_k_min              0
_reflns_limit_k_max              14
_reflns_limit_l_min              0
_reflns_limit_l_max              29

_oxford_diffrn_Wilson_B_factor   1.10
_oxford_diffrn_Wilson_scale      110.73

_atom_sites_solution_primary     direct #heavy,direct,difmap,geom
# _atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens   geom

_refine_diff_density_min         -0.29
_refine_diff_density_max         0.52

# The current dictionary definitions do not cover the
# situation where the reflections used for refinement were
# selected by a user-defined sigma threshold

# The values actually used during refinement
_oxford_reflns_threshold_expression_ref I>3.0\s(I)
_refine_ls_number_reflns         12163
_refine_ls_number_restraints     0
_refine_ls_number_parameters     415
_oxford_refine_ls_R_factor_ref   0.0200
_refine_ls_wR_factor_ref         0.0213
_refine_ls_goodness_of_fit_ref   1.0497
_refine_ls_shift/su_max          0.0044519

# The values computed from all data
_oxford_reflns_number_all        14980
_refine_ls_R_factor_all          0.0265
_refine_ls_wR_factor_all         0.0357

# The values computed with a 2 sigma cutoff - a la SHELX
_reflns_threshold_expression     I>2.0\s(I)
_reflns_number_gt                13802
_refine_ls_R_factor_gt           0.0228
_refine_ls_wR_factor_gt          0.0232

# choose from: rm (reference molecule of known chirality),
# ad (anomolous dispersion - Flack), rmad (rm and ad),
# syn (from synthesis), unk (unknown) or . (not applicable).
_chemical_absolute_configuration .

_refine_ls_structure_factor_coef F
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    none # none, undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982)
[weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)]
where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax
Method = Robust Weighting (Prince, 1982)
W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^
A~i~ are:
0.108 0.844E-01 0.355E-01
;
# Insert your own references if required - in alphabetical order
_publ_section_references         
;
Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M.C.,
Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435.

Betteridge, P.W., Carruthers, J.R., Cooper, R.I.,
Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487.

Bruker Analytical X-ray Systems, Inc., 2006. <i>Apex2</i>,
Version 2 User Manual, M86-E01078, Madison, WI.

Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276,
edited by C. W. Carter Jr & R. M. Sweet, pp. 307--326.
New York: Academic Press.

Prince, E.
Mathematical Techniques in Crystallography
and Materials Science
Springer-Verlag, New York, 1982.

Watkin D.J. (1994).
Acta Cryst, A50, 411-437.

Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical
Crystallography Laboratory, Oxford, UK.
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atomsattached to an atom.

# ..._refinement_flags_...
# . no refinement constraints S special position constraint on site
# G rigid group refinement of site R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond) P partial occupancy constraint

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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Co1 Co 0.867748(5) 0.368479(10) 0.636671(5) 0.0123 1.0000 Uani . . . . . .
Co2 Co 0.641583(5) 0.653041(10) 0.387079(5) 0.0131 1.0000 Uani . . . . . .
Cl1 Cl 0.832803(9) 0.44531(2) 0.751989(10) 0.0196 1.0000 Uani . . . . . .
Cl2 Cl 0.947457(9) 0.17758(2) 0.638112(10) 0.0183 1.0000 Uani . . . . . .
Cl3 Cl 0.566988(8) 0.851964(18) 0.403635(9) 0.0155 1.0000 Uani . . . . . .
Cl4 Cl 0.685873(10) 0.66103(2) 0.270469(10) 0.0210 1.0000 Uani . . . . . .
N1 N 0.93690(3) 0.55515(7) 0.62404(3) 0.0142 1.0000 Uani . . . . . .
N2 N 0.85260(3) 0.42982(6) 0.52667(3) 0.0126 1.0000 Uani . . . . . .
N3 N 0.77973(3) 0.23857(6) 0.59914(3) 0.0138 1.0000 Uani . . . . . .
N4 N 0.57238(3) 0.46830(7) 0.36737(3) 0.0152 1.0000 Uani . . . . . .
N5 N 0.63978(3) 0.54865(6) 0.48968(3) 0.0124 1.0000 Uani . . . . . .
N6 N 0.72736(3) 0.74512(7) 0.45052(3) 0.0147 1.0000 Uani . . . . . .
O1 O 0.84182(3) 0.49135(7) 0.29813(3) 0.0203 1.0000 Uani . . . . . .
O2 O 0.60954(3) 0.37337(6) 0.69859(3) 0.0174 1.0000 Uani . . . . . .
C1 C 0.97496(4) 0.62098(8) 0.67906(4) 0.0171 1.0000 Uani . . . . . .
C2 C 1.01800(4) 0.74149(9) 0.66589(4) 0.0196 1.0000 Uani . . . . . .
C3 C 1.02113(4) 0.79547(9) 0.59285(5) 0.0199 1.0000 Uani . . . . . .
C4 C 0.98210(3) 0.72747(8) 0.53512(4) 0.0170 1.0000 Uani . . . . . .
C5 C 0.94037(3) 0.60760(7) 0.55294(4) 0.0132 1.0000 Uani . . . . . .
C6 C 0.89418(3) 0.53098(7) 0.49666(3) 0.0126 1.0000 Uani . . . . . .
C7 C 0.89271(3) 0.56107(8) 0.41972(4) 0.0146 1.0000 Uani . . . . . .
C8 C 0.84705(3) 0.47877(8) 0.37311(4) 0.0152 1.0000 Uani . . . . . .
C9 C 0.80336(4) 0.37346(8) 0.40491(4) 0.0159 1.0000 Uani . . . . . .
C10 C 0.80722(3) 0.35321(7) 0.48232(4) 0.0129 1.0000 Uani . . . . . .
C11 C 0.76300(3) 0.25059(7) 0.52459(4) 0.0131 1.0000 Uani . . . . . .
C12 C 0.70791(3) 0.17313(8) 0.49127(4) 0.0159 1.0000 Uani . . . . . .
C13 C 0.66847(4) 0.08167(8) 0.53592(4) 0.0180 1.0000 Uani . . . . . .
C14 C 0.68575(4) 0.06983(8) 0.61217(4) 0.0182 1.0000 Uani . . . . . .
C15 C 0.74197(4) 0.14940(8) 0.64164(4) 0.0161 1.0000 Uani . . . . . .
C16 C 0.87811(5) 0.61121(10) 0.26364(4) 0.0234 1.0000 Uani . . . . . .
C21 C 0.54210(4) 0.42869(8) 0.30125(4) 0.0186 1.0000 Uani . . . . . .
C22 C 0.49468(4) 0.31321(9) 0.29406(4) 0.0189 1.0000 Uani . . . . . .
C23 C 0.47884(4) 0.23428(9) 0.35825(4) 0.0194 1.0000 Uani . . . . . .
C24 C 0.51036(4) 0.27267(8) 0.42733(4) 0.0167 1.0000 Uani . . . . . .
C25 C 0.55626(3) 0.39146(7) 0.42989(3) 0.0123 1.0000 Uani . . . . . .
C26 C 0.59273(3) 0.44179(7) 0.50032(3) 0.0118 1.0000 Uani . . . . . .
C27 C 0.58195(3) 0.38356(7) 0.57099(4) 0.0133 1.0000 Uani . . . . . .
C28 C 0.62275(3) 0.43626(7) 0.63221(3) 0.0132 1.0000 Uani . . . . . .
C29 C 0.67322(3) 0.54493(7) 0.62092(4) 0.0138 1.0000 Uani . . . . . .
C30 C 0.67960(3) 0.59828(7) 0.54774(3) 0.0122 1.0000 Uani . . . . . .
C31 C 0.73092(3) 0.71077(7) 0.52482(4) 0.0130 1.0000 Uani . . . . . .
C32 C 0.77968(3) 0.77524(8) 0.57430(4) 0.0161 1.0000 Uani . . . . . .
C33 C 0.82578(4) 0.87789(8) 0.54599(5) 0.0184 1.0000 Uani . . . . . .
C34 C 0.82215(4) 0.91138(8) 0.46967(5) 0.0190 1.0000 Uani . . . . . .
C35 C 0.77215(4) 0.84264(8) 0.42350(4) 0.0177 1.0000 Uani . . . . . .
C36 C 0.64790(4) 0.42323(10) 0.76490(4) 0.0207 1.0000 Uani . . . . . .
H11 H 0.9713 0.5833 0.7285 0.0204 1.0000 Uiso R . . . . .
H21 H 1.0439 0.7848 0.7058 0.0244 1.0000 Uiso R . . . . .
H31 H 1.0491 0.8773 0.5817 0.0250 1.0000 Uiso R . . . . .
H41 H 0.9839 0.7616 0.4857 0.0220 1.0000 Uiso R . . . . .
H71 H 0.9221 0.6313 0.4002 0.0191 1.0000 Uiso R . . . . .
H91 H 0.7729 0.3175 0.3732 0.0199 1.0000 Uiso R . . . . .
H121 H 0.6974 0.1842 0.4388 0.0195 1.0000 Uiso R . . . . .
H131 H 0.6311 0.0297 0.5135 0.0228 1.0000 Uiso R . . . . .
H141 H 0.6608 0.0089 0.6438 0.0222 1.0000 Uiso R . . . . .
H151 H 0.7554 0.1424 0.6941 0.0203 1.0000 Uiso R . . . . .
H162 H 0.8696 0.5979 0.2102 0.0358 1.0000 Uiso R . . . . .
H161 H 0.9267 0.6035 0.2759 0.0346 1.0000 Uiso R . . . . .
H163 H 0.8599 0.7070 0.2801 0.0355 1.0000 Uiso R . . . . .
H211 H 0.5549 0.4845 0.2585 0.0229 1.0000 Uiso R . . . . .
H221 H 0.4741 0.2893 0.2461 0.0242 1.0000 Uiso R . . . . .
H231 H 0.4469 0.1561 0.3560 0.0243 1.0000 Uiso R . . . . .
H241 H 0.5011 0.2202 0.4709 0.0206 1.0000 Uiso R . . . . .
H271 H 0.5481 0.3110 0.5787 0.0159 1.0000 Uiso R . . . . .
H291 H 0.7014 0.5802 0.6602 0.0175 1.0000 Uiso R . . . . .
H321 H 0.7811 0.7497 0.6255 0.0194 1.0000 Uiso R . . . . .
H331 H 0.8586 0.9247 0.5776 0.0225 1.0000 Uiso R . . . . .
H341 H 0.8530 0.9777 0.4484 0.0246 1.0000 Uiso R . . . . .
H351 H 0.7688 0.8645 0.3709 0.0231 1.0000 Uiso R . . . . .
H362 H 0.6291 0.3717 0.8054 0.0319 1.0000 Uiso R . . . . .
H361 H 0.6955 0.3974 0.7608 0.0297 1.0000 Uiso R . . . . .
H363 H 0.6433 0.5290 0.7716 0.0310 1.0000 Uiso R . . . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Co1 0.01352(4) 0.01288(4) 0.01033(3) -0.00048(3) -0.00130(3) 0.00056(3)
Co2 0.01572(4) 0.01258(4) 0.01080(3) 0.00069(3) -0.00023(3) -0.00076(3)
Cl1 0.01710(6) 0.02570(8) 0.01627(6) -0.00630(6) 0.00245(5) 0.00012(6)
Cl2 0.01980(7) 0.01788(6) 0.01726(6) 0.00230(5) 0.00193(5) 0.00543(5)
Cl3 0.01622(6) 0.01587(6) 0.01438(6) 0.00012(5) 0.00121(5) 0.00068(5)
Cl4 0.02432(8) 0.02412(8) 0.01490(6) -0.00292(5) 0.00541(5) -0.00092(6)
N1 0.0148(2) 0.0149(2) 0.0128(2) -0.00167(17) -0.00125(16) -0.00048(17)
N2 0.0131(2) 0.0129(2) 0.0117(2) -0.00059(16) -0.00149(16) -0.00019(17)
N3 0.0153(2) 0.0132(2) 0.0129(2) -0.00030(17) -0.00119(17) -0.00039(17)
N4 0.0201(2) 0.0142(2) 0.0111(2) 0.00016(17) -0.00173(17) -0.00166(19)
N5 0.0131(2) 0.0123(2) 0.0115(2) 0.00033(16) -0.00130(16) -0.00128(16)
N6 0.0144(2) 0.0145(2) 0.0151(2) 0.00052(17) 0.00080(17) -0.00174(17)
O1 0.0254(2) 0.0249(3) 0.01037(19) 0.00193(17) -0.00102(17) -0.0005(2)
O2 0.0192(2) 0.0226(2) 0.01022(18) 0.00119(16) 0.00006(15) -0.00387(18)
C1 0.0171(3) 0.0188(3) 0.0151(3) -0.0037(2) -0.0022(2) -0.0019(2)
C2 0.0161(3) 0.0209(3) 0.0217(3) -0.0060(2) -0.0013(2) -0.0030(2)
C3 0.0156(3) 0.0194(3) 0.0248(3) -0.0027(2) 0.0011(2) -0.0048(2)
C4 0.0152(2) 0.0174(3) 0.0185(3) 0.0005(2) 0.0016(2) -0.0025(2)
C5 0.0125(2) 0.0135(2) 0.0136(2) -0.00063(19) 0.00017(18) 0.00062(18)
C6 0.0130(2) 0.0127(2) 0.0122(2) -0.00022(18) -0.00006(18) 0.00108(18)
C7 0.0158(2) 0.0155(2) 0.0125(2) 0.00072(19) 0.00074(19) 0.0014(2)
C8 0.0171(3) 0.0175(3) 0.0111(2) 0.00034(19) -0.00024(19) 0.0030(2)
C9 0.0173(3) 0.0180(3) 0.0120(2) -0.0009(2) -0.00195(19) -0.0005(2)
C10 0.0135(2) 0.0130(2) 0.0122(2) -0.00102(18) -0.00158(18) 0.00073(19)
C11 0.0139(2) 0.0118(2) 0.0133(2) -0.00135(18) -0.00139(18) 0.00065(18)
C12 0.0150(2) 0.0154(3) 0.0170(3) -0.0020(2) -0.0030(2) -0.0005(2)
C13 0.0152(3) 0.0152(3) 0.0235(3) -0.0010(2) -0.0019(2) -0.0017(2)
C14 0.0169(3) 0.0154(3) 0.0224(3) 0.0019(2) 0.0006(2) -0.0019(2)
C15 0.0179(3) 0.0146(2) 0.0159(3) 0.0015(2) 0.0001(2) -0.0006(2)
C16 0.0297(4) 0.0259(3) 0.0147(3) 0.0053(2) 0.0021(2) 0.0019(3)
C21 0.0256(3) 0.0183(3) 0.0116(2) 0.0001(2) -0.0031(2) -0.0022(2)
C22 0.0212(3) 0.0208(3) 0.0143(3) -0.0033(2) -0.0041(2) -0.0014(2)
C23 0.0195(3) 0.0220(3) 0.0166(3) -0.0039(2) -0.0016(2) -0.0060(2)
C24 0.0180(3) 0.0178(3) 0.0143(2) -0.0014(2) -0.0002(2) -0.0051(2)
C25 0.0128(2) 0.0126(2) 0.0112(2) -0.00075(17) -0.00073(17) 0.00011(18)
C26 0.0122(2) 0.0117(2) 0.0114(2) -0.00016(17) -0.00080(17) -0.00009(18)
C27 0.0139(2) 0.0145(2) 0.0115(2) 0.00014(18) 0.00021(18) -0.00081(19)
C28 0.0141(2) 0.0149(2) 0.0105(2) 0.00010(18) 0.00058(18) 0.00083(19)
C29 0.0139(2) 0.0158(2) 0.0117(2) -0.00089(19) -0.00074(18) -0.00057(19)
C30 0.0122(2) 0.0124(2) 0.0119(2) -0.00096(18) -0.00088(17) -0.00007(18)
C31 0.0124(2) 0.0121(2) 0.0143(2) -0.00144(18) -0.00017(18) 0.00008(18)
C32 0.0143(2) 0.0158(3) 0.0180(3) -0.0029(2) -0.0019(2) -0.0013(2)
C33 0.0134(2) 0.0158(3) 0.0257(3) -0.0040(2) -0.0010(2) -0.0019(2)
C34 0.0152(3) 0.0159(3) 0.0261(3) -0.0008(2) 0.0027(2) -0.0028(2)
C35 0.0166(3) 0.0165(3) 0.0201(3) 0.0014(2) 0.0031(2) -0.0023(2)
C36 0.0215(3) 0.0295(4) 0.0109(2) -0.0006(2) -0.0009(2) -0.0039(3)

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.09571(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Co1 . Cl1 . 2.28917(19) yes
Co1 . Cl2 . 2.30895(19) yes
Co1 . N1 . 2.1636(6) yes
Co1 . N2 . 2.0365(6) yes
Co1 . N3 . 2.1573(6) yes
Co2 . Cl3 . 2.32461(19) yes
Co2 . Cl4 . 2.2771(2) yes
Co2 . N4 . 2.1527(6) yes
Co2 . N5 . 2.0466(6) yes
Co2 . N6 . 2.1440(6) yes
N1 . C1 . 1.3384(9) yes
N1 . C5 . 1.3500(9) yes
N2 . C6 . 1.3402(8) yes
N2 . C10 . 1.3476(8) yes
N3 . C11 . 1.3534(8) yes
N3 . C15 . 1.3394(9) yes
N4 . C21 . 1.3391(9) yes
N4 . C25 . 1.3527(8) yes
N5 . C26 . 1.3442(8) yes
N5 . C30 . 1.3402(8) yes
N6 . C31 . 1.3523(9) yes
N6 . C35 . 1.3380(9) yes
O1 . C8 . 1.3347(8) yes
O1 . C16 . 1.4352(10) yes
O2 . C28 . 1.3396(8) yes
O2 . C36 . 1.4389(9) yes
C1 . C2 . 1.3916(10) yes
C1 . H11 . 0.945 no
C2 . C3 . 1.3863(11) yes
C2 . H21 . 0.936 no
C3 . C4 . 1.3908(10) yes
C3 . H31 . 0.939 no
C4 . C5 . 1.3902(9) yes
C4 . H41 . 0.931 no
C5 . C6 . 1.4849(9) yes
C6 . C7 . 1.3903(9) yes
C7 . C8 . 1.3996(10) yes
C7 . H71 . 0.927 no
C8 . C9 . 1.4045(10) yes
C9 . C10 . 1.3840(9) yes
C9 . H91 . 0.945 no
C10 . C11 . 1.4846(9) yes
C11 . C12 . 1.3908(9) yes
C12 . C13 . 1.3929(10) yes
C12 . H121 . 0.950 no
C13 . C14 . 1.3846(11) yes
C13 . H131 . 0.940 no
C14 . C15 . 1.3923(10) yes
C14 . H141 . 0.934 no
C15 . H151 . 0.958 no
C16 . H162 . 0.964 no
C16 . H161 . 0.969 no
C16 . H163 . 0.976 no
C21 . C22 . 1.3889(11) yes
C21 . H211 . 0.949 no
C22 . C23 . 1.3852(11) yes
C22 . H221 . 0.949 no
C23 . C24 . 1.3914(10) yes
C23 . H231 . 0.937 no
C24 . C25 . 1.3888(9) yes
C24 . H241 . 0.928 no
C25 . C26 . 1.4822(9) yes
C26 . C27 . 1.3816(9) yes
C27 . C28 . 1.4017(9) yes
C27 . H271 . 0.940 no
C28 . C29 . 1.4042(9) yes
C29 . C30 . 1.3935(9) yes
C29 . H291 . 0.926 no
C30 . C31 . 1.4884(9) yes
C31 . C32 . 1.3931(9) yes
C32 . C33 . 1.3937(10) yes
C32 . H321 . 0.936 no
C33 . C34 . 1.3856(11) yes
C33 . H331 . 0.933 no
C34 . C35 . 1.3914(10) yes
C34 . H341 . 0.936 no
C35 . H351 . 0.953 no
C36 . H362 . 0.941 no
C36 . H361 . 0.964 no
C36 . H363 . 0.957 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
Cl1 . Co1 . Cl2 . 115.972(8) yes
Cl1 . Co1 . N1 . 94.181(16) yes
Cl2 . Co1 . N1 . 98.361(17) yes
Cl1 . Co1 . N2 . 137.643(17) yes
Cl2 . Co1 . N2 . 106.265(17) yes
N1 . Co1 . N2 . 76.11(2) yes
Cl1 . Co1 . N3 . 99.952(16) yes
Cl2 . Co1 . N3 . 97.808(17) yes
N1 . Co1 . N3 . 151.17(2) yes
N2 . Co1 . N3 . 76.52(2) yes
Cl3 . Co2 . Cl4 . 110.818(8) yes
Cl3 . Co2 . N4 . 102.273(18) yes
Cl4 . Co2 . N4 . 97.861(17) yes
Cl3 . Co2 . N5 . 101.612(17) yes
Cl4 . Co2 . N5 . 147.531(17) yes
N4 . Co2 . N5 . 76.20(2) yes
Cl3 . Co2 . N6 . 96.994(17) yes
Cl4 . Co2 . N6 . 98.398(17) yes
N4 . Co2 . N6 . 148.38(2) yes
N5 . Co2 . N6 . 75.52(2) yes
Co1 . N1 . C1 . 126.41(5) yes
Co1 . N1 . C5 . 114.84(4) yes
C1 . N1 . C5 . 118.74(6) yes
Co1 . N2 . C6 . 119.72(4) yes
Co1 . N2 . C10 . 119.26(4) yes
C6 . N2 . C10 . 120.37(6) yes
Co1 . N3 . C11 . 114.58(4) yes
Co1 . N3 . C15 . 126.67(5) yes
C11 . N3 . C15 . 118.75(6) yes
Co2 . N4 . C21 . 126.62(5) yes
Co2 . N4 . C25 . 114.95(4) yes
C21 . N4 . C25 . 118.34(6) yes
Co2 . N5 . C26 . 119.05(4) yes
Co2 . N5 . C30 . 120.12(4) yes
C26 . N5 . C30 . 120.38(6) yes
Co2 . N6 . C31 . 115.59(4) yes
Co2 . N6 . C35 . 124.81(5) yes
C31 . N6 . C35 . 119.28(6) yes
C8 . O1 . C16 . 117.98(6) yes
C28 . O2 . C36 . 118.42(6) yes
N1 . C1 . C2 . 122.60(7) yes
N1 . C1 . H11 . 117.3 no
C2 . C1 . H11 . 120.1 no
C1 . C2 . C3 . 118.45(7) yes
C1 . C2 . H21 . 120.2 no
C3 . C2 . H21 . 121.3 no
C2 . C3 . C4 . 119.49(7) yes
C2 . C3 . H31 . 121.1 no
C4 . C3 . H31 . 119.4 no
C3 . C4 . C5 . 118.53(7) yes
C3 . C4 . H41 . 120.6 no
C5 . C4 . H41 . 120.9 no
C4 . C5 . N1 . 122.18(6) yes
C4 . C5 . C6 . 123.23(6) yes
N1 . C5 . C6 . 114.55(6) yes
C5 . C6 . N2 . 113.91(5) yes
C5 . C6 . C7 . 123.92(6) yes
N2 . C6 . C7 . 122.17(6) yes
C6 . C7 . C8 . 117.70(6) yes
C6 . C7 . H71 . 120.6 no
C8 . C7 . H71 . 121.6 no
C7 . C8 . O1 . 124.40(6) yes
C7 . C8 . C9 . 119.86(6) yes
O1 . C8 . C9 . 115.74(6) yes
C8 . C9 . C10 . 118.51(6) yes
C8 . C9 . H91 . 119.6 no
C10 . C9 . H91 . 121.9 no
C9 . C10 . N2 . 121.35(6) yes
C9 . C10 . C11 . 124.97(6) yes
N2 . C10 . C11 . 113.67(5) yes
C10 . C11 . N3 . 114.87(5) yes
C10 . C11 . C12 . 123.31(6) yes
N3 . C11 . C12 . 121.81(6) yes
C11 . C12 . C13 . 119.15(6) yes
C11 . C12 . H121 . 119.7 no
C13 . C12 . H121 . 121.1 no
C12 . C13 . C14 . 118.83(6) yes
C12 . C13 . H131 . 119.2 no
C14 . C13 . H131 . 122.0 no
C13 . C14 . C15 . 118.97(7) yes
C13 . C14 . H141 . 121.3 no
C15 . C14 . H141 . 119.7 no
C14 . C15 . N3 . 122.49(6) yes
C14 . C15 . H151 . 120.7 no
N3 . C15 . H151 . 116.8 no
O1 . C16 . H162 . 105.0 no
O1 . C16 . H161 . 110.5 no
H162 . C16 . H161 . 109.9 no
O1 . C16 . H163 . 109.4 no
H162 . C16 . H163 . 110.6 no
H161 . C16 . H163 . 111.2 no
N4 . C21 . C22 . 123.05(7) yes
N4 . C21 . H211 . 116.0 no
C22 . C21 . H211 . 120.9 no
C21 . C22 . C23 . 118.27(6) yes
C21 . C22 . H221 . 120.3 no
C23 . C22 . H221 . 121.4 no
C22 . C23 . C24 . 119.52(7) yes
C22 . C23 . H231 . 121.1 no
C24 . C23 . H231 . 119.4 no
C23 . C24 . C25 . 118.60(6) yes
C23 . C24 . H241 . 120.9 no
C25 . C24 . H241 . 120.5 no
C24 . C25 . N4 . 122.20(6) yes
C24 . C25 . C26 . 123.12(6) yes
N4 . C25 . C26 . 114.66(5) yes
C25 . C26 . N5 . 113.87(5) yes
C25 . C26 . C27 . 124.38(6) yes
N5 . C26 . C27 . 121.73(6) yes
C26 . C27 . C28 . 118.25(6) yes
C26 . C27 . H271 . 121.8 no
C28 . C27 . H271 . 120.0 no
C27 . C28 . O2 . 114.58(6) yes
C27 . C28 . C29 . 120.13(6) yes
O2 . C28 . C29 . 125.28(6) yes
C28 . C29 . C30 . 117.39(6) yes
C28 . C29 . H291 . 121.8 no
C30 . C29 . H291 . 120.8 no
C29 . C30 . N5 . 122.09(6) yes
C29 . C30 . C31 . 124.96(6) yes
N5 . C30 . C31 . 112.94(5) yes
C30 . C31 . N6 . 114.31(5) yes
C30 . C31 . C32 . 123.92(6) yes
N6 . C31 . C32 . 121.77(6) yes
C31 . C32 . C33 . 118.71(7) yes
C31 . C32 . H321 . 120.2 no
C33 . C32 . H321 . 121.1 no
C32 . C33 . C34 . 119.12(6) yes
C32 . C33 . H331 . 121.1 no
C34 . C33 . H331 . 119.8 no
C33 . C34 . C35 . 119.08(7) yes
C33 . C34 . H341 . 121.6 no
C35 . C34 . H341 . 119.4 no
C34 . C35 . N6 . 122.03(7) yes
C34 . C35 . H351 . 120.2 no
N6 . C35 . H351 . 117.8 no
O2 . C36 . H362 . 105.4 no
O2 . C36 . H361 . 109.6 no
H362 . C36 . H361 . 110.4 no
O2 . C36 . H363 . 111.0 no
H362 . C36 . H363 . 110.3 no
H361 . C36 . H363 . 109.9 no

# Attachment '- KH407.cif'

data_kh407_123k
_database_code_depnum_ccdc_archive 'CCDC 823231'
#TrackingRef '- KH407.cif'

_audit_creation_date             09-04-24
_audit_creation_method           CRYSTALS_ver_12.86

_oxford_structure_analysis_title 'kh407_123k_0m in P2(1)/n'
_chemical_name_systematic        ?
_chemical_melting_point          ?

_cell_length_a                   8.8923(2)
_cell_length_b                   20.3307(4)
_cell_length_c                   10.2934(2)
_cell_angle_alpha                90
_cell_angle_beta                 105.8910(10)
_cell_angle_gamma                90
_cell_volume                     1789.79(6)

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P 21/n '
_symmetry_space_group_name_Hall  '-P 2yn'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x+1/2,y+1/2,-z+1/2
x+1/2,-y+1/2,z+1/2

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Co 0.3494 0.9721 12.2841 4.2791 7.3409 0.2784 4.0034 13.5359 2.3488 71.1692
1.0118 'International Tables Vol C 4.2.6.8 and 6.1.1.4'

_cell_formula_units_Z            4

# Given Formula = C16 H13 Co1 N5 O7
# Dc = 1.66 Fooo = 948.00 Mu = 10.12 M = 446.24
# Found Formula = C16 H15 Co1 N5 O8
# Dc = 1.72 FOOO = 948.00 Mu = 10.19 M = 464.26

_chemical_formula_sum            'C16 H15 Co1 N5 O8'
_chemical_formula_moiety         'C16 H15 Co N5 O8'
_chemical_compound_source        ?
_chemical_formula_weight         464.26

_cell_measurement_reflns_used    8176
_cell_measurement_theta_min      3
_cell_measurement_theta_max      32
_cell_measurement_temperature    123

_exptl_crystal_description       prism
_exptl_crystal_colour            pink
_exptl_crystal_size_min          0.04
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_max          0.23

_exptl_crystal_density_diffrn    1.723
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000):
_exptl_crystal_F_000             948
_exptl_absorpt_coefficient_mu    1.019

# Sheldrick geometric approximatio 0.89 0.96
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_absorpt_correction_T_min  0.89
_exptl_absorpt_correction_T_max  0.96
_diffrn_measurement_device       'Bruker Kappa Apex2'
_diffrn_measurement_device_type  Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       '\f & \w scans'

# If a reference occurs more than once, delete the author
# and date from subsequent references.
_computing_data_collection       'Apex2 (Bruker AXS, 2006)'
_computing_cell_refinement       'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction        'Apex2 (Bruker AXS, 2006)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      123
_diffrn_reflns_number            34162
_reflns_number_total             7115
_diffrn_reflns_av_R_equivalents  0.044
# Number of reflections with Friedels Law is 7115
# Number of reflections without Friedels Law is 0
# Theoretical number of reflections is about 7149

_diffrn_reflns_theta_min         2.003
_diffrn_reflns_theta_max         33.728
_diffrn_measured_fraction_theta_max 0.997

_diffrn_reflns_theta_full        33.728
_diffrn_measured_fraction_theta_full 0.997

_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       16
_reflns_limit_h_min              -13
_reflns_limit_h_max              13
_reflns_limit_k_min              0
_reflns_limit_k_max              31
_reflns_limit_l_min              0
_reflns_limit_l_max              16

_oxford_diffrn_Wilson_B_factor   0.98
_oxford_diffrn_Wilson_scale      138.77

_atom_sites_solution_primary     direct #heavy,direct,difmap,geom
# _atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens   geom

_refine_diff_density_min         -0.26
_refine_diff_density_max         0.51

# The current dictionary definitions do not cover the
# situation where the reflections used for refinement were
# selected by a user-defined sigma threshold

# The values actually used during refinement
_oxford_reflns_threshold_expression_ref I>3.0\s(I)
_refine_ls_number_reflns         4313
_refine_ls_number_restraints     3
_refine_ls_number_parameters     271
_oxford_refine_ls_R_factor_ref   0.0291
_refine_ls_wR_factor_ref         0.0300
_refine_ls_goodness_of_fit_ref   1.1071
_refine_ls_shift/su_max          0.003067

# The values computed from all data
_oxford_reflns_number_all        7102
_refine_ls_R_factor_all          0.0588
_refine_ls_wR_factor_all         0.0663

# The values computed with a 2 sigma cutoff - a la SHELX
_reflns_threshold_expression     I>2.0\s(I)
_reflns_number_gt                4882
_refine_ls_R_factor_gt           0.0328
_refine_ls_wR_factor_gt          0.0322

# choose from: rm (reference molecule of known chirality),
# ad (anomolous dispersion - Flack), rmad (rm and ad),
# syn (from synthesis), unk (unknown) or . (not applicable).
_chemical_absolute_configuration .

_refine_ls_structure_factor_coef F
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr # none, undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982)
[weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)]
where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax
Method = Robust Weighting (Prince, 1982)
W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^
A~i~ are:
0.130 0.100 0.454E-01
;
# Insert your own references if required - in alphabetical order
_publ_section_references         
;
Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M.C.,
Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435.

Betteridge, P.W., Carruthers, J.R., Cooper, R.I.,
Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487.

Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276,
edited by C. W. Carter Jr & R. M. Sweet, pp. 307--326.
New York: Academic Press.

Prince, E.
Mathematical Techniques in Crystallography
and Materials Science
Springer-Verlag, New York, 1982.

Watkin D.J. (1994).
Acta Cryst, A50, 411-437.

Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical
Crystallography Laboratory, Oxford, UK.

Bruker Analytical X-ray Systems, Inc., 2006. <i>Apex2</i>,
Version 2 User Manual, M86-E01078, Madison, WI.
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atomsattached to an atom.

# ..._refinement_flags_...
# . no refinement constraints S special position constraint on site
# G rigid group refinement of site R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond) P partial occupancy constraint

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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_oxford_atom_site_special_shape
_atom_site_attached_hydrogens
Co1 Co 0.56186(2) 0.622693(10) 0.24895(2) 0.0122 1.0000 Uani . . . . . . .
O1 O 0.63941(14) 0.61499(6) 0.06975(12) 0.0222 1.0000 Uani . . . . . . .
O2 O 0.67440(16) 0.56427(7) -0.10315(14) 0.0286 1.0000 Uani . . . . . . .
O3 O 0.44471(14) 0.56299(6) -0.06707(13) 0.0210 1.0000 Uani . . . . . . .
O4 O 0.54797(15) 0.63521(6) 0.45287(12) 0.0214 1.0000 Uani . . . . . . .
O5 O 0.39530(17) 0.55327(7) 0.46504(17) 0.0339 1.0000 Uani . . . . . . .
O6 O 0.44983(18) 0.62687(9) 0.62243(14) 0.0379 1.0000 Uani . . . . . . .
O7 O 0.50214(14) 0.92459(5) 0.21909(13) 0.0216 1.0000 Uani . . . . . . .
O8 O 0.60220(14) 0.52520(5) 0.28050(12) 0.0197 1.0000 Uani D U . . . . .
N1 N 0.79604(14) 0.65915(6) 0.32534(13) 0.0138 1.0000 Uani . . . . . . .
N2 N 0.53860(14) 0.72398(6) 0.23711(13) 0.0125 1.0000 Uani . . . . . . .
N3 N 0.31893(15) 0.63772(6) 0.15955(13) 0.0144 1.0000 Uani . . . . . . .
N4 N 0.58616(16) 0.57990(6) -0.03465(14) 0.0172 1.0000 Uani . . . . . . .
N5 N 0.46275(15) 0.60445(7) 0.51408(15) 0.0188 1.0000 Uani . . . . . . .
C1 C 0.92257(16) 0.62123(8) 0.36920(15) 0.0169 1.0000 Uani . . . . . . .
C2 C 1.07133(18) 0.64687(9) 0.42331(17) 0.0201 1.0000 Uani . . . . . . .
C3 C 1.08924(18) 0.71451(9) 0.42845(17) 0.0209 1.0000 Uani . . . . . . .
C4 C 0.95914(18) 0.75459(8) 0.37969(16) 0.0183 1.0000 Uani . . . . . . .
C5 C 0.81354(17) 0.72512(7) 0.32988(14) 0.0132 1.0000 Uani . . . . . . .
C6 C 0.66547(17) 0.76269(7) 0.27906(14) 0.0134 1.0000 Uani . . . . . . .
C7 C 0.65427(18) 0.83028(7) 0.27405(15) 0.0159 1.0000 Uani . . . . . . .
C8 C 0.50563(19) 0.85846(7) 0.22441(15) 0.0159 1.0000 Uani . . . . . . .
C9 C 0.37330(17) 0.81830(7) 0.18428(15) 0.0146 1.0000 Uani . . . . . . .
C10 C 0.39657(17) 0.75051(7) 0.19170(14) 0.0129 1.0000 Uani . . . . . . .
C11 C 0.26963(16) 0.70102(7) 0.14889(14) 0.0127 1.0000 Uani . . . . . . .
C12 C 0.11173(17) 0.71719(7) 0.10021(16) 0.0159 1.0000 Uani . . . . . . .
C13 C 0.00352(18) 0.66663(8) 0.06238(16) 0.0183 1.0000 Uani . . . . . . .
C14 C 0.05412(19) 0.60215(8) 0.07173(16) 0.0182 1.0000 Uani . . . . . . .
C15 C 0.21310(18) 0.58970(7) 0.12042(16) 0.0171 1.0000 Uani . . . . . . .
C16 C 0.3532(2) 0.95591(8) 0.16422(19) 0.0214 1.0000 Uani . . . . . . .
H1 H 0.5796 0.5064 0.3438 0.0323 1.0000 Uiso DR U . . . . .
H2 H 0.5944 0.4966 0.2211 0.0308 1.0000 Uiso DR U . . . . .
H11 H 0.9076 0.5750 0.3619 0.0214 1.0000 Uiso R . . . . . .
H21 H 1.1574 0.6187 0.4546 0.0243 1.0000 Uiso R . . . . . .
H31 H 1.1890 0.7336 0.4646 0.0254 1.0000 Uiso R . . . . . .
H41 H 0.9685 0.8010 0.3799 0.0220 1.0000 Uiso R . . . . . .
H71 H 0.7429 0.8569 0.3025 0.0188 1.0000 Uiso R . . . . . .
H91 H 0.2727 0.8360 0.1533 0.0167 1.0000 Uiso R . . . . . .
H121 H 0.0815 0.7616 0.0949 0.0191 1.0000 Uiso R . . . . . .
H131 H -0.1043 0.6760 0.0300 0.0228 1.0000 Uiso R . . . . . .
H141 H -0.0165 0.5669 0.0464 0.0225 1.0000 Uiso R . . . . . .
H151 H 0.2509 0.5463 0.1260 0.0212 1.0000 Uiso R . . . . . .
H161 H 0.2849 0.9441 0.2190 0.0330 1.0000 Uiso R . . . . . .
H162 H 0.3751 1.0023 0.1713 0.0322 1.0000 Uiso R . . . . . .
H163 H 0.3095 0.9427 0.0711 0.0330 1.0000 Uiso R . . . . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Co1 0.01063(7) 0.01022(7) 0.01477(8) -0.00174(8) 0.00181(6) 0.00030(7)
O1 0.0240(6) 0.0240(6) 0.0191(5) -0.0069(4) 0.0068(4) -0.0044(5)
O2 0.0277(7) 0.0341(7) 0.0288(7) -0.0106(5) 0.0160(5) -0.0007(5)
O3 0.0167(5) 0.0198(5) 0.0248(6) -0.0031(4) 0.0030(4) 0.0001(4)
O4 0.0266(6) 0.0202(6) 0.0189(5) -0.0020(4) 0.0088(4) -0.0100(4)
O5 0.0301(7) 0.0237(6) 0.0516(9) -0.0082(6) 0.0176(7) -0.0129(5)
O6 0.0421(8) 0.0511(9) 0.0256(7) -0.0078(7) 0.0182(6) -0.0151(7)
O7 0.0218(6) 0.0101(5) 0.0307(6) 0.0008(4) 0.0038(5) 0.0006(4)
O8 0.0276(6) 0.0118(5) 0.0198(5) -0.0010(4) 0.0069(4) -0.0017(4)
N1 0.0132(5) 0.0138(5) 0.0140(5) -0.0006(4) 0.0033(4) 0.0004(4)
N2 0.0112(5) 0.0121(5) 0.0137(5) -0.0005(4) 0.0026(4) -0.0002(4)
N3 0.0131(5) 0.0120(5) 0.0171(6) -0.0015(4) 0.0025(4) -0.0004(4)
N4 0.0208(6) 0.0131(5) 0.0179(6) 0.0011(4) 0.0053(5) 0.0042(4)
N5 0.0124(6) 0.0196(6) 0.0235(7) 0.0045(5) 0.0033(5) 0.0001(4)
C1 0.0139(6) 0.0185(6) 0.0180(6) 0.0013(6) 0.0041(5) 0.0027(6)
C2 0.0124(6) 0.0257(7) 0.0209(7) 0.0009(6) 0.0026(5) 0.0034(5)
C3 0.0129(6) 0.0264(8) 0.0214(7) -0.0030(6) 0.0014(5) -0.0031(6)
C4 0.0167(7) 0.0181(7) 0.0194(7) -0.0022(5) 0.0037(5) -0.0037(5)
C5 0.0128(6) 0.0146(6) 0.0121(6) -0.0003(5) 0.0031(5) -0.0005(5)
C6 0.0136(6) 0.0126(6) 0.0132(6) -0.0014(5) 0.0024(5) -0.0017(5)
C7 0.0160(6) 0.0130(6) 0.0172(6) -0.0003(5) 0.0018(5) -0.0027(5)
C8 0.0200(6) 0.0113(5) 0.0157(6) 0.0000(5) 0.0040(5) 0.0002(5)
C9 0.0151(6) 0.0122(6) 0.0159(6) 0.0012(5) 0.0030(5) 0.0015(5)
C10 0.0132(6) 0.0126(6) 0.0127(6) -0.0001(4) 0.0030(5) 0.0006(4)
C11 0.0125(6) 0.0125(6) 0.0127(6) -0.0006(4) 0.0027(5) 0.0007(4)
C12 0.0129(6) 0.0168(6) 0.0170(7) 0.0024(5) 0.0025(5) 0.0025(5)
C13 0.0130(6) 0.0210(7) 0.0198(7) 0.0013(6) 0.0027(5) -0.0002(5)
C14 0.0152(6) 0.0181(6) 0.0199(7) -0.0016(5) 0.0027(5) -0.0034(5)
C15 0.0152(6) 0.0144(6) 0.0214(7) -0.0031(5) 0.0046(5) -0.0015(5)
C16 0.0243(8) 0.0120(6) 0.0297(8) 0.0023(6) 0.0106(6) 0.0046(5)

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.08715(8)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Co1 . O1 . 2.1445(12) yes
Co1 . O4 . 2.1513(12) yes
Co1 . O8 . 2.0246(11) yes
Co1 . N1 . 2.1465(13) yes
Co1 . N2 . 2.0699(12) yes
Co1 . N3 . 2.1256(13) yes
O1 . N4 . 1.2686(17) yes
O2 . N4 . 1.2316(18) yes
O3 . N4 . 1.2577(18) yes
O4 . N5 . 1.2743(18) yes
O5 . N5 . 1.2374(19) yes
O6 . N5 . 1.239(2) yes
O7 . C8 . 1.3456(19) yes
O7 . C16 . 1.438(2) yes
O8 . H1 . 0.826 no
O8 . H2 . 0.832 no
N1 . C1 . 1.3364(19) yes
N1 . C5 . 1.3495(19) yes
N2 . C6 . 1.3460(18) yes
N2 . C10 . 1.3345(18) yes
N3 . C11 . 1.3543(18) yes
N3 . C15 . 1.3391(19) yes
C1 . C2 . 1.389(2) yes
C1 . H11 . 0.950 no
C2 . C3 . 1.384(2) yes
C2 . H21 . 0.940 no
C3 . C4 . 1.391(2) yes
C3 . H31 . 0.946 no
C4 . C5 . 1.391(2) yes
C4 . H41 . 0.948 no
C5 . C6 . 1.488(2) yes
C6 . C7 . 1.378(2) yes
C7 . C8 . 1.402(2) yes
C7 . H71 . 0.935 no
C8 . C9 . 1.399(2) yes
C9 . C10 . 1.393(2) yes
C9 . H91 . 0.935 no
C10 . C11 . 1.486(2) yes
C11 . C12 . 1.395(2) yes
C12 . C13 . 1.389(2) yes
C12 . H121 . 0.939 no
C13 . C14 . 1.381(2) yes
C13 . H131 . 0.944 no
C14 . C15 . 1.388(2) yes
C14 . H141 . 0.942 no
C15 . H151 . 0.941 no
C16 . H161 . 0.965 no
C16 . H162 . 0.961 no
C16 . H163 . 0.969 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 . Co1 . O4 . 164.96(5) yes
O1 . Co1 . O8 . 88.97(5) yes
O4 . Co1 . O8 . 90.82(5) yes
O1 . Co1 . N1 . 80.33(5) yes
O4 . Co1 . N1 . 84.88(5) yes
O8 . Co1 . N1 . 99.66(5) yes
O1 . Co1 . N2 . 94.16(5) yes
O4 . Co1 . N2 . 84.74(5) yes
O8 . Co1 . N2 . 173.66(5) yes
N1 . Co1 . N2 . 75.48(5) yes
O1 . Co1 . N3 . 99.56(5) yes
O4 . Co1 . N3 . 94.72(5) yes
O8 . Co1 . N3 . 108.94(5) yes
N1 . Co1 . N3 . 151.40(5) yes
N2 . Co1 . N3 . 76.01(5) yes
Co1 . O1 . N4 . 129.52(10) yes
Co1 . O4 . N5 . 128.69(10) yes
C8 . O7 . C16 . 117.82(13) yes
Co1 . O8 . H1 . 120.6 no
Co1 . O8 . H2 . 126.1 no
H1 . O8 . H2 . 105.5 no
Co1 . N1 . C1 . 124.55(10) yes
Co1 . N1 . C5 . 116.55(10) yes
C1 . N1 . C5 . 118.89(13) yes
Co1 . N2 . C6 . 120.09(10) yes
Co1 . N2 . C10 . 119.50(9) yes
C6 . N2 . C10 . 120.38(13) yes
Co1 . N3 . C11 . 116.08(9) yes
Co1 . N3 . C15 . 124.94(10) yes
C11 . N3 . C15 . 118.89(13) yes
O1 . N4 . O3 . 119.53(13) yes
O1 . N4 . O2 . 118.78(14) yes
O3 . N4 . O2 . 121.68(14) yes
O4 . N5 . O6 . 118.60(14) yes
O4 . N5 . O5 . 119.90(15) yes
O6 . N5 . O5 . 121.50(15) yes
N1 . C1 . C2 . 122.71(15) yes
N1 . C1 . H11 . 117.2 no
C2 . C1 . H11 . 120.1 no
C1 . C2 . C3 . 118.39(15) yes
C1 . C2 . H21 . 120.4 no
C3 . C2 . H21 . 121.3 no
C2 . C3 . C4 . 119.51(14) yes
C2 . C3 . H31 . 120.5 no
C4 . C3 . H31 . 119.9 no
C3 . C4 . C5 . 118.61(15) yes
C3 . C4 . H41 . 121.2 no
C5 . C4 . H41 . 120.2 no
C4 . C5 . N1 . 121.85(14) yes
C4 . C5 . C6 . 123.60(13) yes
N1 . C5 . C6 . 114.55(12) yes
C5 . C6 . N2 . 113.33(12) yes
C5 . C6 . C7 . 124.97(13) yes
N2 . C6 . C7 . 121.70(14) yes
C6 . C7 . C8 . 118.19(14) yes
C6 . C7 . H71 . 121.3 no
C8 . C7 . H71 . 120.5 no
C7 . C8 . O7 . 115.60(13) yes
C7 . C8 . C9 . 120.12(13) yes
O7 . C8 . C9 . 124.28(14) yes
C8 . C9 . C10 . 117.47(13) yes
C8 . C9 . H91 . 121.7 no
C10 . C9 . H91 . 120.9 no
C9 . C10 . N2 . 122.09(13) yes
C9 . C10 . C11 . 124.36(13) yes
N2 . C10 . C11 . 113.54(12) yes
C10 . C11 . N3 . 114.62(12) yes
C10 . C11 . C12 . 123.72(13) yes
N3 . C11 . C12 . 121.65(13) yes
C11 . C12 . C13 . 118.57(14) yes
C11 . C12 . H121 . 119.5 no
C13 . C12 . H121 . 122.0 no
C12 . C13 . C14 . 119.71(14) yes
C12 . C13 . H131 . 120.5 no
C14 . C13 . H131 . 119.8 no
C13 . C14 . C15 . 118.59(14) yes
C13 . C14 . H141 . 121.6 no
C15 . C14 . H141 . 119.9 no
C14 . C15 . N3 . 122.57(14) yes
C14 . C15 . H151 . 120.3 no
N3 . C15 . H151 . 117.1 no
O7 . C16 . H161 . 108.6 no
O7 . C16 . H162 . 105.0 no
H161 . C16 . H162 . 110.3 no
O7 . C16 . H163 . 110.0 no
H161 . C16 . H163 . 111.2 no
H162 . C16 . H163 . 111.4 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
O8 . H1 . O5 . 123 0.83 2.50 3.039(2) yes
O8 . H1 . O5 2_666 161 0.83 2.27 3.062(2) yes
O8 . H2 . O3 2_665 173 0.83 1.95 2.777(2) yes