# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_co_formate_393k
_database_code_depnum_ccdc_archive 'CCDC 1565713'
_audit_update_record             
;
2017-07-30 deposited with the CCDC.
2017-09-05 downloaded from the CCDC.
;
_audit_creation_date             2017-06-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.25(C12 H12 Co4 O24), H5 N2'
_chemical_formula_sum            'C3 H8 Co N2 O6'
_chemical_formula_weight         227.04
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co -2.3653 3.6143 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   8.5650(9)
_cell_length_b                   11.6420(12)
_cell_length_c                   7.8673(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     784.48(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4799
_cell_measurement_temperature    393(2)
_cell_measurement_theta_max      72.16
_cell_measurement_theta_min      7.61
_shelx_estimated_absorpt_T_max   0.434
_shelx_estimated_absorpt_T_min   0.244
_exptl_absorpt_coefficient_mu    17.257
_exptl_absorpt_correction_T_max  0.3438
_exptl_absorpt_correction_T_min  0.1622
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1175 before and 0.0669 after correction.
The Ratio of minimum to maximum transmission is 0.4718.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.922
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             460
_exptl_crystal_size_max          0.114
_exptl_crystal_size_mid          0.097
_exptl_crystal_size_min          0.058
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0561
_diffrn_reflns_av_unetI/netI     0.0200
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            11333
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         72.444
_diffrn_reflns_theta_min         6.792
_diffrn_ambient_temperature      393.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker D8 Venture PHOTON 100 CMOS'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  mirrors
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'INCOATEC Imus micro-focus source'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                667
_reflns_number_total             823
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         0.183
_refine_diff_density_min         -0.443
_refine_diff_density_rms         0.069
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.114
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     74
_refine_ls_number_reflns         823
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0353
_refine_ls_R_factor_gt           0.0263
_refine_ls_restrained_S_all      1.111
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0340P)²+0.1461P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0601
_refine_ls_wR_factor_ref         0.0655
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All N(H,H) groups
2. Restrained distances
 N8-N7
 1.44 with sigma of 0.0051
 N8-H8A = N8-H8B
 0.91 with sigma of 0.02
 H8A-N7 = H8B-N7
 1.94 with sigma of 0.02
 H8B-H7A
 -2.2 with sigma of 0.02
 H8B-H8A
 1.52 with sigma of 0.04
3. Others
 Fixed Sof: N7(0.5) H7A(0.5) H7B(0.5) H7C(0.5) N8(0.5) H8A(0.5) H8B(0.5)
4.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6)
4.b Idealised Me refined as rotating group:
 N7(H7A,H7B,H7C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.500000 0.500000 0.500000 0.02732(15) Uani 1 2 d S T P . .
O2 O 0.59616(16) 0.43264(12) 0.27529(17) 0.0417(3) Uani 1 1 d . . . . .
C3 C 0.7195(3) 0.4694(2) 0.2149(3) 0.0422(5) Uani 1 1 d . . . . .
H3 H 0.769899 0.527538 0.274542 0.051 Uiso 1 1 calc R . . . .
O4 O 0.78208(16) 0.43558(13) 0.08184(17) 0.0405(3) Uani 1 1 d . . . . .
O5 O 0.53142(17) 0.34452(11) 0.63171(18) 0.0427(3) Uani 1 1 d . . . . .
C6 C 0.5222(3) 0.250000 0.5591(4) 0.0361(6) Uani 1 2 d S T P . .
H6 H 0.507234 0.249999 0.442060 0.043 Uiso 1 2 calc RS T P . .
N7 N 0.5693(5) 0.2621(18) -0.0145(4) 0.055(3) Uani 0.5 1 d D . . A -1
H7A H 0.573763 0.288623 -0.120487 0.066 Uiso 0.5 1 calc DGR . . A -1
H7B H 0.637434 0.205032 -0.002078 0.066 Uiso 0.5 1 calc GR . . A -1
H7C H 0.592561 0.318439 0.057731 0.066 Uiso 0.5 1 calc GR . . A -1
N8 N 0.4149(6) 0.2208(7) 0.0200(7) 0.093(3) Uani 0.5 1 d D . . A -1
H8A H 0.413(5) 0.188(5) 0.125(4) 0.139 Uiso 0.5 1 d DR . . . .
H8B H 0.387(5) 0.168(4) -0.060(4) 0.139 Uiso 0.5 1 d DR . . . .

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 0.0307(2) 0.0286(2) 0.0227(2) -0.00036(16) 0.00016(15) -0.00182(17)
O2 0.0427(7) 0.0459(8) 0.0363(7) -0.0082(6) 0.0118(6) -0.0078(7)
C3 0.0466(11) 0.0477(11) 0.0322(9) -0.0093(9) 0.0069(9) -0.0130(10)
O4 0.0391(7) 0.0498(8) 0.0325(6) -0.0052(6) 0.0082(6) -0.0061(7)
O5 0.0616(9) 0.0297(7) 0.0369(7) 0.0003(6) -0.0094(7) -0.0007(7)
C6 0.0446(15) 0.0333(14) 0.0305(13) 0.000 -0.0042(11) 0.000
N7 0.077(2) 0.035(8) 0.0524(18) 0.002(3) -0.0243(15) -0.003(3)
N8 0.080(3) 0.104(9) 0.095(3) 0.024(4) 0.002(3) -0.006(4)

_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 O2 2.1021(13) 5_666 ?
Co1 O2 2.1021(13) . ?
Co1 O4 2.1121(13) 6_556 ?
Co1 O4 2.1121(13) 2_665 ?
Co1 O5 2.1030(13) . ?
Co1 O5 2.1030(13) 5_666 ?
O2 C3 1.234(2) . ?
C3 H3 0.9300 . ?
C3 O4 1.241(2) . ?
O5 C6 1.2422(19) . ?
C6 H6 0.9300 . ?
N7 H7A 0.8900 . ?
N7 H7B 0.8900 . ?
N7 H7C 0.8900 . ?
N7 N8 1.434(5) . ?
N8 H8A 0.914(19) . ?
N8 H8B 0.914(19) . ?

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
O2 Co1 O2 180.00(7) 5_666 . ?
O2 Co1 O4 92.44(6) 5_666 6_556 ?
O2 Co1 O4 87.56(6) . 6_556 ?
O2 Co1 O4 87.56(6) 5_666 2_665 ?
O2 Co1 O4 92.44(6) . 2_665 ?
O2 Co1 O5 87.53(6) 5_666 . ?
O2 Co1 O5 92.47(6) 5_666 5_666 ?
O2 Co1 O5 87.53(6) . 5_666 ?
O2 Co1 O5 92.47(6) . . ?
O4 Co1 O4 180.0 2_665 6_556 ?
O5 Co1 O4 92.43(6) 5_666 6_556 ?
O5 Co1 O4 87.57(6) 5_666 2_665 ?
O5 Co1 O4 87.57(6) . 6_556 ?
O5 Co1 O4 92.43(6) . 2_665 ?
O5 Co1 O5 180.0 . 5_666 ?
C3 O2 Co1 121.96(13) . . ?
O2 C3 H3 117.1 . . ?
O2 C3 O4 125.8(2) . . ?
O4 C3 H3 117.1 . . ?
C3 O4 Co1 121.78(14) . 2_664 ?
C6 O5 Co1 121.86(15) . . ?
O5 C6 O5 124.7(3) . 7_565 ?
O5 C6 H6 117.6 7_565 . ?
O5 C6 H6 117.6 . . ?
H7A N7 H7B 109.5 . . ?
H7A N7 H7C 109.5 . . ?
H7B N7 H7C 109.5 . . ?
N8 N7 H7A 109.5 . . ?
N8 N7 H7B 109.5 . . ?
N8 N7 H7C 109.5 . . ?
N7 N8 H8A 109(2) . . ?
N7 N8 H8B 109.9(19) . . ?
H8A N8 H8B 110(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Co1 O2 C3 O4 -178.70(17) . . . . ?
Co1 O5 C6 O5 -176.02(17) . . . 7_565 ?
O2 C3 O4 Co1 -176.64(18) . . . 2_664 ?

_shelx_res_file                  
;
TITL co_formate_120c_a.res in Pnma
    co_formate_393k.res
    created by SHELXL-2016/6 at 17:13:01 on 21-Jun-2017
REM Old TITL Co_formate_120C in Pnma
REM SHELXT solution in Pnma
REM R1 0.091, Rweak 0.002, Alpha 0.018, Orientation as input
REM Formula found by SHELXT: C5 O6 Co
CELL 1.54178 8.565 11.642 7.8673 90 90 90
ZERR 4 0.0009 0.0012 0.0008 0 0 0
LATT 1
SYMM 0.5-X,-Y,0.5+Z
SYMM -X,0.5+Y,-Z
SYMM 0.5+X,0.5-Y,0.5-Z
SFAC C H Co N O
UNIT 12 32 4 8 24
DFIX 1.44 0.0051 N8 N7
DFIX 0.91 N8 H8a N8 H8b
DFIX 1.94 H8a N7 H8b N7
DFIX -2.2 H8b H7a
DANG 1.52 H8b H8a

L.S. 4 0 0
PLAN  20
SIZE 0.058 0.097 0.114
TEMP 119.85
bond
BOND $H
conf
list 4
fmap 2 53
acta
REM <olex2.extras>
REM <HklSrc "%.\\Co_formate_393K.hkl">
REM </olex2.extras>

WGHT    0.034000    0.146100
FVAR       0.29257
CO1   3    0.500000    0.500000    0.500000    10.50000    0.03066    0.02863 =
         0.02268   -0.00036    0.00016   -0.00182
O2    5    0.596156    0.432638    0.275289    11.00000    0.04275    0.04589 =
         0.03631   -0.00819    0.01176   -0.00782
C3    1    0.719469    0.469375    0.214946    11.00000    0.04656    0.04773 =
         0.03221   -0.00928    0.00693   -0.01295
AFIX  43
H3    2    0.769899    0.527538    0.274542    11.00000   -1.20000
AFIX   0
O4    5    0.782078    0.435576    0.081838    11.00000    0.03911    0.04983 =
         0.03248   -0.00523    0.00815   -0.00609
O5    5    0.531421    0.344522    0.631707    11.00000    0.06164    0.02969 =
         0.03691    0.00034   -0.00942   -0.00072
C6    1    0.522166    0.250000    0.559148    10.50000    0.04458    0.03327 =
         0.03047    0.00000   -0.00424    0.00000
AFIX  43
H6    2    0.507234    0.249999    0.442060    10.50000   -1.20000
AFIX   0

PART -1
N7    4    0.569294    0.262136   -0.014479    10.50000    0.07727    0.03502 =
         0.05238    0.00156   -0.02430   -0.00265
AFIX 137
H7A   2    0.573763    0.288623   -0.120487    10.50000   -1.20000
H7B   2    0.637434    0.205032   -0.002078    10.50000   -1.20000
H7C   2    0.592561    0.318439    0.057731    10.50000   -1.20000
AFIX   0
N8    4    0.414859    0.220761    0.019986    10.50000    0.07972    0.10358 =
         0.09516    0.02415    0.00192   -0.00575
PART 0
H8A   2    0.412967    0.187567    0.125278    10.50000   -1.50000
H8B   2    0.386639    0.167825   -0.060129    10.50000   -1.50000
HKLF 4




REM  co_formate_120c_a.res in Pnma
REM R1 =  0.0263 for     667 Fo > 4sig(Fo)  and  0.0353 for all     823 data
REM     74 parameters refined using      7 restraints

END

WGHT      0.0340      0.1461

REM Highest difference peak  0.183,  deepest hole -0.443,  1-sigma level  0.069
Q1    1   0.7211  0.5800  0.2291  11.00000  0.05    0.18
Q2    1   0.8235  0.4762  0.3352  11.00000  0.05    0.18
Q3    1   0.6621  0.3420  0.2484  11.00000  0.05    0.15
Q4    1   0.6802  0.4334  0.2962  11.00000  0.05    0.14
Q5    1   0.7189  0.3505  0.6690  11.00000  0.05    0.14
Q6    1   0.6947  0.2500 -0.1782  10.50000  0.05    0.13
Q7    1   0.4138  0.2500  0.4372  10.50000  0.05    0.13
Q8    1   0.7573  0.3595  0.0939  11.00000  0.05    0.12
Q9    1   0.7981  0.4978  0.0652  11.00000  0.05    0.12
Q10   1   0.5378  0.3972  0.1238  11.00000  0.05    0.12
Q11   1   0.4325  0.3620  0.7488  11.00000  0.05    0.12
Q12   1   0.6305  0.3647  0.7576  11.00000  0.05    0.12
Q13   1   0.7083  0.2500  0.5664  10.50000  0.05    0.12
Q14   1   0.9167  0.5449  0.3867  11.00000  0.05    0.12
Q15   1   0.5766  0.3396  0.2411  11.00000  0.05    0.12
Q16   1   0.2973  0.1972 -0.2742  11.00000  0.05    0.11
Q17   1   0.5473  0.4181 -0.0110  11.00000  0.05    0.11
Q18   1   0.5028  0.2500  0.1017  10.50000  0.05    0.11
Q19   1   0.5898  0.4731  0.3336  11.00000  0.05    0.11
Q20   1   0.4398  0.2803  0.2906  11.00000  0.05    0.11
;
_shelx_res_checksum              89260
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_co_formate_298k
_database_code_depnum_ccdc_archive 'CCDC 1565714'
_audit_update_record             
;
2017-07-30 deposited with the CCDC.
2017-09-05 downloaded from the CCDC.
;
_audit_creation_date             2017-06-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C3 H3 Co O6, H5 N2'
_chemical_formula_sum            'C3 H8 Co N2 O6'
_chemical_formula_weight         227.04
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co -2.3653 3.6143 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z'

_cell_length_a                   8.6592(3)
_cell_length_b                   7.7641(2)
_cell_length_c                   11.5528(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     776.71(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4327
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      76.76
_cell_measurement_theta_min      7.66
_shelx_estimated_absorpt_T_max   0.431
_shelx_estimated_absorpt_T_min   0.241
_exptl_absorpt_coefficient_mu    17.430
_exptl_absorpt_correction_T_max  0.3474
_exptl_absorpt_correction_T_min  0.1539
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1554 before and 0.0938 after correction.
The Ratio of minimum to maximum transmission is 0.4430.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.942
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             460
_exptl_crystal_size_max          0.114
_exptl_crystal_size_mid          0.097
_exptl_crystal_size_min          0.058
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0993
_diffrn_reflns_av_unetI/netI     0.0595
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            11359
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         77.117
_diffrn_reflns_theta_min         3.826
_diffrn_ambient_temperature      298.01
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker D8 Venture PHOTON 100 CMOS'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  mirrors
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'INCOATEC Imus micro-focus source'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.905
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                1282
_reflns_number_total             1620
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         0.565
_refine_diff_density_min         -0.425
_refine_diff_density_rms         0.079
_refine_ls_abs_structure_details 
;
 Flack x determined using 508 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.001(7)
_refine_ls_extinction_coef       0.0052(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     119
_refine_ls_number_reflns         1620
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0563
_refine_ls_R_factor_gt           0.0388
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0420P)²+0.3545P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0858
_refine_ls_wR_factor_ref         0.0951
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.524(14)
 0.476(14)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All N(H) groups, All N(H,H,H) groups
3. Restrained distances
 N11-H11B = N11-H11A
 0.91 with sigma of 0.02
 H11A-H11B
 1.51 with sigma of 0.04
 H11B-N12 = N12-H11A
 1.92 with sigma of 0.04
4.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6), C9(H9)
4.b Idealised Me refined as rotating group:
 N12(H12A,H12B,H12C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.47612(8) 0.49995(18) 0.5066(2) 0.0164(3) Uani 1 1 d . . . . .
O2 O 0.3796(5) 0.7276(6) 0.4409(4) 0.0258(10) Uani 1 1 d . . . . .
C3 C 0.2486(9) 0.7779(10) 0.4695(7) 0.0288(16) Uani 1 1 d . . . . .
H3 H 0.188811 0.703480 0.513888 0.035 Uiso 1 1 calc R . . . .
O4 O 0.1910(5) 0.9195(6) 0.4435(5) 0.0270(10) Uani 1 1 d . . . . .
O5 O 0.4499(6) 0.3617(8) 0.3519(4) 0.0273(12) Uani 1 1 d . . . . .
C6 C 0.4729(8) 0.4386(8) 0.2570(9) 0.0247(16) Uani 1 1 d . . . . .
H6 H 0.480664 0.558052 0.258403 0.030 Uiso 1 1 calc R . . . .
O7 O 0.4858(6) 0.3652(8) 0.1627(5) 0.0283(12) Uani 1 1 d . . . . .
O8 O 0.2637(5) 0.4157(6) 0.5773(5) 0.0254(10) Uani 1 1 d . . . . .
C9 C 0.1937(8) 0.2885(9) 0.5361(6) 0.0274(17) Uani 1 1 d . . . . .
H9 H 0.235041 0.237155 0.470336 0.033 Uiso 1 1 calc R . . . .
O10 O 0.0734(5) 0.2258(6) 0.5765(5) 0.0279(11) Uani 1 1 d . . . . .
N11 N 0.5880(12) -0.0089(11) 0.2280(10) 0.054(3) Uani 1 1 d D . . . .
H11A H 0.605(9) 0.090(7) 0.186(8) 0.082 Uiso 1 1 d DR . . . .
H11B H 0.584(9) -0.106(8) 0.183(8) 0.09(5) Uiso 1 1 d D . . . .
N12 N 0.4355(10) 0.0087(8) 0.2737(8) 0.0346(19) Uani 1 1 d D . . . .
H12A H 0.366927 -0.018724 0.219363 0.052 Uiso 1 1 calc GR . . . .
H12B H 0.420450 0.117033 0.296128 0.052 Uiso 1 1 calc GR . . . .
H12C H 0.424223 -0.061387 0.334080 0.052 Uiso 1 1 calc GR . . . .

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 0.0173(4) 0.0131(4) 0.0187(4) 0.0002(4) 0.0010(7) 0.0002(4)
O2 0.023(2) 0.024(2) 0.030(2) 0.004(2) 0.007(2) 0.0069(18)
C3 0.029(3) 0.027(3) 0.031(4) 0.006(3) 0.007(3) 0.006(3)
O4 0.022(2) 0.020(2) 0.039(3) 0.003(2) 0.002(2) 0.0042(18)
O5 0.034(3) 0.027(3) 0.021(3) 0.001(2) 0.002(2) -0.010(2)
C6 0.027(5) 0.023(3) 0.023(3) 0.005(4) -0.001(3) -0.001(3)
O7 0.046(3) 0.022(3) 0.017(3) 0.004(2) 0.000(2) -0.004(2)
O8 0.023(2) 0.020(2) 0.034(3) -0.007(2) 0.008(2) -0.0046(18)
C9 0.026(3) 0.022(3) 0.034(5) -0.008(3) 0.009(3) -0.009(3)
O10 0.027(2) 0.022(2) 0.034(3) -0.006(2) 0.006(2) -0.0096(19)
N11 0.038(5) 0.048(5) 0.077(9) -0.013(5) 0.004(5) -0.005(4)
N12 0.039(4) 0.031(3) 0.034(5) -0.002(3) 0.003(3) -0.010(3)

_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 O2 2.098(5) . ?
Co1 O4 2.094(5) 4_565 ?
Co1 O5 2.098(6) . ?
Co1 O7 2.110(6) 2_665 ?
Co1 O8 2.116(5) . ?
Co1 O10 2.105(5) 4 ?
O2 C3 1.245(9) . ?
C3 H3 0.9300 . ?
C3 O4 1.244(9) . ?
O5 C6 1.264(11) . ?
C6 H6 0.9300 . ?
C6 O7 1.235(12) . ?
O8 C9 1.253(8) . ?
C9 H9 0.9300 . ?
C9 O10 1.241(8) . ?
N11 H11A 0.92(3) . ?
N11 H11B 0.92(3) . ?
N11 N12 1.428(11) . ?
N12 H12A 0.8900 . ?
N12 H12B 0.8900 . ?
N12 H12C 0.8900 . ?

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
O2 Co1 O7 87.3(2) . 2_665 ?
O2 Co1 O8 93.09(19) . . ?
O2 Co1 O10 178.6(3) . 4 ?
O4 Co1 O2 88.6(2) 4_565 . ?
O4 Co1 O5 87.3(2) 4_565 . ?
O4 Co1 O7 90.6(2) 4_565 2_665 ?
O4 Co1 O8 177.5(3) 4_565 . ?
O4 Co1 O10 91.54(19) 4_565 4 ?
O5 Co1 O2 94.6(2) . . ?
O5 Co1 O7 177.1(3) . 2_665 ?
O5 Co1 O8 94.4(2) . . ?
O5 Co1 O10 86.8(2) . 4 ?
O7 Co1 O8 87.7(2) 2_665 . ?
O10 Co1 O7 91.3(2) 4 2_665 ?
O10 Co1 O8 86.7(2) 4 . ?
C3 O2 Co1 122.1(5) . . ?
O2 C3 H3 117.3 . . ?
O4 C3 O2 125.4(8) . . ?
O4 C3 H3 117.3 . . ?
C3 O4 Co1 122.5(5) . 4_465 ?
C6 O5 Co1 118.7(5) . . ?
O5 C6 H6 117.9 . . ?
O7 C6 O5 124.2(6) . . ?
O7 C6 H6 117.9 . . ?
C6 O7 Co1 122.6(5) . 2_664 ?
C9 O8 Co1 121.2(5) . . ?
O8 C9 H9 117.5 . . ?
O10 C9 O8 125.0(7) . . ?
O10 C9 H9 117.5 . . ?
C9 O10 Co1 121.2(5) . 4_455 ?
H11A N11 H11B 113(6) . . ?
N12 N11 H11A 106(5) . . ?
N12 N11 H11B 105(5) . . ?
N11 N12 H12A 109.5 . . ?
N11 N12 H12B 109.5 . . ?
N11 N12 H12C 109.5 . . ?
H12A N12 H12B 109.5 . . ?
H12A N12 H12C 109.5 . . ?
H12B N12 H12C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N11 H11A O7 0.92(3) 2.39(6) 3.128(11) 137(6) .
N11 H11B O10 0.92(3) 2.25(6) 3.043(11) 144(7) 3_544
N12 H12A O8 0.89 2.06 2.940(10) 171.4 3_544
N12 H12B O5 0.89 2.02 2.888(9) 164.2 .
N12 H12C O2 0.89 2.09 2.954(10) 164.5 1_545

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Co1 O2 C3 O4 172.1(6) . . . . ?
Co1 O5 C6 O7 167.6(6) . . . . ?
Co1 O8 C9 O10 175.9(6) . . . . ?
O2 C3 O4 Co1 -175.1(6) . . . 4_465 ?
O5 C6 O7 Co1 179.9(5) . . . 2_664 ?
O8 C9 O10 Co1 -175.3(6) . . . 4_455 ?

_shelx_res_file                  
;
TITL Co_formate_298K in Pna21 #33
    co_formate_298k.res
    created by SHELXL-2016/6 at 15:33:25 on 21-Jun-2017
REM reset to Pna21 #33
CELL 1.54178 8.6592 7.7641 11.5528 90 90 90
ZERR 4 0.0003 0.0002 0.0004 0 0 0
LATT -1
SYMM -X,-Y,0.5+Z
SYMM 0.5-X,0.5+Y,0.5+Z
SYMM 0.5+X,0.5-Y,+Z
SFAC C H Co N O
UNIT 12 32 4 8 24
EQIV $1 0.5-X,-0.5+Y,-0.5+Z
EQIV $2 +X,-1+Y,+Z
DFIX 0.91 N11 H11b N11 H11a
DANG 1.51 H11a H11b
DANG 1.92 H11b N12 N12 H11a

L.S. 12 0 0
PLAN  20
SIZE 0.058 0.097 0.114
TEMP 24.86
HTAB N11 O10_$1
HTAB N12 O2_$2
HTAB N12 O5
HTAB N12 O8_$1
HTAB N11 O7
BOND
bond $h
conf
list 4
fmap 2 53
acta
TWIN 1 0 0 0 -1 0 0 0 -1 2
REM <olex2.extras>
REM <HklSrc "%.\\Coformate_298K.hkl">
REM </olex2.extras>

WGHT    0.042000    0.354500
EXTI    0.005212
BASF   0.47633
FVAR       0.27860
CO1   3    0.476117    0.499952    0.506618    11.00000    0.01727    0.01308 =
         0.01872    0.00017    0.00097    0.00022
O2    5    0.379631    0.727639    0.440864    11.00000    0.02304    0.02432 =
         0.03014    0.00371    0.00688    0.00692
C3    1    0.248562    0.777903    0.469470    11.00000    0.02935    0.02664 =
         0.03053    0.00580    0.00742    0.00613
AFIX  43
H3    2    0.188811    0.703480    0.513888    11.00000   -1.20000
AFIX   0
O4    5    0.190959    0.919460    0.443532    11.00000    0.02217    0.02009 =
         0.03880    0.00313    0.00169    0.00423
O5    5    0.449897    0.361659    0.351885    11.00000    0.03382    0.02730 =
         0.02080    0.00088    0.00240   -0.00977
C6    1    0.472932    0.438597    0.257049    11.00000    0.02731    0.02345 =
         0.02344    0.00500   -0.00140   -0.00107
AFIX  43
H6    2    0.480664    0.558052    0.258403    11.00000   -1.20000
AFIX   0
O7    5    0.485830    0.365231    0.162662    11.00000    0.04596    0.02226 =
         0.01654    0.00367    0.00037   -0.00446
O8    5    0.263672    0.415708    0.577297    11.00000    0.02307    0.01950 =
         0.03368   -0.00656    0.00780   -0.00460
C9    1    0.193687    0.288497    0.536131    11.00000    0.02649    0.02162 =
         0.03411   -0.00785    0.00891   -0.00898
AFIX  43
H9    2    0.235041    0.237155    0.470336    11.00000   -1.20000
AFIX   0
O10   5    0.073354    0.225765    0.576475    11.00000    0.02736    0.02209 =
         0.03436   -0.00590    0.00612   -0.00964

N11   4    0.587960   -0.008851    0.227981    11.00000    0.03784    0.04841 =
         0.07703   -0.01329    0.00412   -0.00542
H11A  2    0.605366    0.089943    0.185800    11.00000   -1.50000
H11B  2    0.584443   -0.105918    0.182792    11.00000    0.09462
N12   4    0.435531    0.008668    0.273694    11.00000    0.03919    0.03066 =
         0.03391   -0.00207    0.00327   -0.00996
AFIX 137
H12A  2    0.366927   -0.018724    0.219363    11.00000   -1.50000
H12B  2    0.420450    0.117033    0.296128    11.00000   -1.50000
H12C  2    0.424223   -0.061387    0.334080    11.00000   -1.50000
AFIX   0
HKLF 4




REM  Co_formate_298K in Pna21 #33
REM R1 =  0.0388 for    1282 Fo > 4sig(Fo)  and  0.0563 for all    1620 data
REM    119 parameters refined using      6 restraints

END

WGHT      0.0420      0.3543

REM Highest difference peak  0.565,  deepest hole -0.425,  1-sigma level  0.079
Q1    1   0.4640  0.5014  0.5822  11.00000  0.05    0.57
Q2    1   0.4780  0.5226  0.4259  11.00000  0.05    0.55
Q3    1   0.4248  0.6756  0.5173  11.00000  0.05    0.35
Q4    1   0.5476  0.6423  0.4912  11.00000  0.05    0.28
Q5    1   0.0421  0.1450  0.4999  11.00000  0.05    0.27
Q6    1   0.5999  0.0047  0.3054  11.00000  0.05    0.26
Q7    1   0.3813  0.7541  0.5515  11.00000  0.05    0.23
Q8    1   0.5654 -0.1067  0.3032  11.00000  0.05    0.23
Q9    1   0.4544  0.0245  0.1974  11.00000  0.05    0.23
Q10   1   0.3154  0.4739  0.5164  11.00000  0.05    0.23
Q11   1   0.4126  0.3419  0.5294  11.00000  0.05    0.22
Q12   1   0.5454  0.5926  0.2983  11.00000  0.05    0.22
Q13   1   0.4858  0.7835  0.5013  11.00000  0.05    0.22
Q14   1   0.3011  0.6025  0.4295  11.00000  0.05    0.21
Q15   1   0.4825  0.3730  0.4218  11.00000  0.05    0.21
Q16   1   0.6106  0.4032  0.1455  11.00000  0.05    0.21
Q17   1   0.1005  0.2168  0.5053  11.00000  0.05    0.21
Q18   1   0.4460  0.3854  0.0872  11.00000  0.05    0.21
Q19   1   0.1312  0.0570  0.6199  11.00000  0.05    0.21
Q20   1   0.6613 -0.0942  0.2516  11.00000  0.05    0.20
;
_shelx_res_checksum              77058
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.524(14)
2 0.476(14)

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_co_formate_353k
_database_code_depnum_ccdc_archive 'CCDC 1565712'
_audit_update_record             
;
2017-07-30 deposited with the CCDC.
2017-09-05 downloaded from the CCDC.
;
_audit_creation_date             2017-06-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.25(C12 H12 Co4 O24), H5 N2'
_chemical_formula_sum            'C3 H8 Co N2 O6'
_chemical_formula_weight         227.04
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co -2.3653 3.6143 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   8.5725(2)
_cell_length_b                   11.6308(3)
_cell_length_c                   7.8437(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     782.06(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5048
_cell_measurement_temperature    353(2)
_cell_measurement_theta_max      76.91
_cell_measurement_theta_min      7.62
_shelx_estimated_absorpt_T_max   0.433
_shelx_estimated_absorpt_T_min   0.243
_exptl_absorpt_coefficient_mu    17.311
_exptl_absorpt_correction_T_max  0.3472
_exptl_absorpt_correction_T_min  0.1639
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1130 before and 0.0660 after correction.
The Ratio of minimum to maximum transmission is 0.4721.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.928
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             460
_exptl_crystal_size_max          0.114
_exptl_crystal_size_mid          0.097
_exptl_crystal_size_min          0.058
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0527
_diffrn_reflns_av_unetI/netI     0.0198
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            11448
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         76.928
_diffrn_reflns_theta_min         6.808
_diffrn_ambient_temperature      353.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker D8 Venture PHOTON 100 CMOS'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  mirrors
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'INCOATEC Imus micro-focus source'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                712
_reflns_number_total             864
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         0.183
_refine_diff_density_min         -0.495
_refine_diff_density_rms         0.077
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.132
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     74
_refine_ls_number_reflns         864
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0346
_refine_ls_R_factor_gt           0.0278
_refine_ls_restrained_S_all      1.129
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0340P)²+0.1862P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0639
_refine_ls_wR_factor_ref         0.0676
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All N(H,H) groups, All N(H,H,H) groups
2. Restrained distances
 N8-H8A = N8-H8B
 0.91 with sigma of 0.02
 H8A-N7 = H8B-N7
 1.94 with sigma of 0.02
 H8B-H7A
 -2.2 with sigma of 0.02
 H8B-H8A
 1.52 with sigma of 0.04
3. Others
 Fixed Sof: N7(0.5) H7A(0.5) H7B(0.5) H7C(0.5) N8(0.5) H8A(0.5) H8B(0.5)
4.a Aromatic/amide H refined with riding coordinates:
 C6(H6), C3(H3)
4.b Idealised Me refined as rotating group:
 N7(H7A,H7B,H7C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.500000 0.500000 0.500000 0.02552(15) Uani 1 2 d S T P . .
O2 O 0.40427(16) 0.56764(12) 0.27461(17) 0.0380(3) Uani 1 1 d . . . . .
O5 O 0.53164(17) 0.34463(11) 0.36727(17) 0.0389(3) Uani 1 1 d . . . . .
O4 O 0.21719(16) 0.56512(12) 0.08168(17) 0.0373(3) Uani 1 1 d . . . . .
C6 C 0.5232(3) 0.250000 0.4405(4) 0.0336(6) Uani 1 2 d S T P . .
H6 H 0.509584 0.250000 0.558163 0.040 Uiso 1 2 calc RS T P . .
C3 C 0.2801(3) 0.53124(19) 0.2150(2) 0.0395(4) Uani 1 1 d . . . . .
H3 H 0.229438 0.473433 0.275382 0.047 Uiso 1 1 calc R . . . .
N7 N 0.4329(5) 0.761(3) -0.0135(4) 0.050(3) Uani 0.5 1 d D . . A -1
H7A H 0.426575 0.786213 -0.120646 0.075 Uiso 0.5 1 calc DGR . . A -1
H7B H 0.412644 0.819226 0.057412 0.075 Uiso 0.5 1 calc GR . . A -1
H7C H 0.363832 0.705354 0.002863 0.075 Uiso 0.5 1 calc GR . . A -1
N8 N 0.5853(7) 0.7191(6) 0.0180(7) 0.084(3) Uani 0.5 1 d D . . A -1
H8A H 0.588(5) 0.685(5) 0.124(4) 0.126 Uiso 0.5 1 d DR . . B -1
H8B H 0.614(6) 0.666(4) -0.062(4) 0.126 Uiso 0.5 1 d DR . . C -1

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 0.0290(2) 0.0271(2) 0.0205(2) 0.00055(15) -0.00020(15) -0.00175(16)
O2 0.0390(7) 0.0422(7) 0.0328(6) 0.0066(6) -0.0099(6) -0.0063(7)
O5 0.0547(8) 0.0284(7) 0.0335(7) -0.0003(6) 0.0080(6) 0.0000(6)
O4 0.0362(6) 0.0464(8) 0.0292(6) 0.0047(6) -0.0064(5) -0.0054(6)
C6 0.0397(14) 0.0323(14) 0.0288(13) 0.000 0.0026(11) 0.000
C3 0.0448(10) 0.0443(10) 0.0293(9) 0.0080(8) -0.0078(8) -0.0128(9)
N7 0.067(2) 0.038(11) 0.0458(16) -0.002(3) 0.0216(14) 0.005(4)
N8 0.068(3) 0.103(8) 0.082(3) 0.023(3) 0.002(2) 0.008(3)

_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 O2 2.1019(13) . ?
Co1 O2 2.1019(13) 5_666 ?
Co1 O5 2.1031(13) . ?
Co1 O5 2.1031(13) 5_666 ?
Co1 O4 2.1097(13) 6_656 ?
Co1 O4 2.1097(13) 2_565 ?
O2 C3 1.238(2) . ?
O5 C6 1.2437(19) . ?
O4 C3 1.241(2) . ?
C6 H6 0.9300 . ?
C3 H3 0.9300 . ?
N7 H7A 0.8900 . ?
N7 H7B 0.8900 . ?
N7 H7C 0.8900 . ?
N7 N8 1.418(14) . ?
N8 H8A 0.919(19) . ?
N8 H8B 0.916(19) . ?

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
O2 Co1 O2 180.0 . 5_666 ?
O2 Co1 O5 92.54(6) 5_666 . ?
O2 Co1 O5 87.46(6) 5_666 5_666 ?
O2 Co1 O5 87.46(6) . . ?
O2 Co1 O5 92.54(6) . 5_666 ?
O2 Co1 O4 87.41(5) . 6_656 ?
O2 Co1 O4 87.41(5) 5_666 2_565 ?
O2 Co1 O4 92.59(5) . 2_565 ?
O2 Co1 O4 92.59(5) 5_666 6_656 ?
O5 Co1 O5 180.0 . 5_666 ?
O5 Co1 O4 92.54(5) 5_666 2_565 ?
O5 Co1 O4 87.46(5) 5_666 6_656 ?
O5 Co1 O4 92.54(5) . 6_656 ?
O5 Co1 O4 87.46(5) . 2_565 ?
O4 Co1 O4 180.00(7) 6_656 2_565 ?
C3 O2 Co1 121.72(13) . . ?
C6 O5 Co1 121.61(14) . . ?
C3 O4 Co1 121.69(13) . 2_564 ?
O5 C6 O5 124.5(3) 7_565 . ?
O5 C6 H6 117.8 7_565 . ?
O5 C6 H6 117.8 . . ?
O2 C3 O4 125.71(19) . . ?
O2 C3 H3 117.1 . . ?
O4 C3 H3 117.1 . . ?
H7A N7 H7B 109.5 . . ?
H7A N7 H7C 109.5 . . ?
H7B N7 H7C 109.5 . . ?
N8 N7 H7A 109.5 . . ?
N8 N7 H7B 109.5 . . ?
N8 N7 H7C 109.5 . . ?
N7 N8 H8A 109(2) . . ?
N7 N8 H8B 111(2) . . ?
H8A N8 H8B 109(4) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N7 H7A O5 0.89 2.08 2.954(11) 166.6 3_655
N7 H7B O2 0.89 2.15 3.02(2) 164.3 7_575
N7 H7B O4 0.89 2.16 2.84(2) 132.7 7_575
N7 H7C O4 0.89 2.15 3.03(2) 170.5 .
N8 H8A O2 0.919(19) 2.40(5) 3.092(6) 132(5) .

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Co1 O2 C3 O4 -178.80(17) . . . . ?
Co1 O5 C6 O5 175.56(17) . . . 7_565 ?
Co1 O4 C3 O2 -177.44(17) 2_564 . . . ?

_shelx_res_file                  
;
TITL co_formate_80c_a.res in Pnma
    co_formate_353k.res
    created by SHELXL-2016/6 at 16:50:23 on 21-Jun-2017
CELL 1.54178 8.5725 11.6308 7.8437 90 90 90
ZERR 4 0.0002 0.0003 0.0002 0 0 0
LATT 1
SYMM 0.5-X,-Y,0.5+Z
SYMM -X,0.5+Y,-Z
SYMM 0.5+X,0.5-Y,0.5-Z
SFAC C H Co N O
UNIT 12 32 4 8 24
EQIV $1 +X,1.5-Y,+Z
EQIV $2 1-X,0.5+Y,-Z
DFIX 0.91 N8 H8a N8 H8b
DFIX 1.94 H8a N7 H8b N7
DFIX -2.2 H8b H7a
DANG 1.52 H8b H8a

L.S. 4
PLAN  20
SIZE 0.058 0.097 0.114
TEMP 79.85
HTAB N7 O2_$1
HTAB N7 O5_$2
HTAB N7 O4
HTAB N7 O4_$1
HTAB N8 O2
bond
BOND $H
conf
list 4
fmap 2
acta
REM <olex2.extras>
REM <HklSrc "%.\\Co_formate_353K.hkl">
REM </olex2.extras>

WGHT    0.034000    0.186200
FVAR       0.29352
CO1   3    0.500000    0.500000    0.500000    10.50000    0.02898    0.02707 =
         0.02050    0.00055   -0.00020   -0.00175
O2    5    0.404268    0.567641    0.274609    11.00000    0.03904    0.04220 =
         0.03277    0.00660   -0.00988   -0.00632
O5    5    0.531642    0.344625    0.367273    11.00000    0.05472    0.02841 =
         0.03353   -0.00034    0.00795    0.00004
O4    5    0.217192    0.565122    0.081685    11.00000    0.03622    0.04644 =
         0.02920    0.00471   -0.00644   -0.00536
C6    1    0.523177    0.250000    0.440530    10.50000    0.03970    0.03230 =
         0.02882    0.00000    0.00258    0.00000
AFIX  43
H6    2    0.509584    0.250000    0.558163    10.50000   -1.20000
AFIX   0
C3    1    0.280065    0.531242    0.214979    11.00000    0.04481    0.04435 =
         0.02934    0.00802   -0.00778   -0.01284
AFIX  43
H3    2    0.229438    0.473433    0.275382    11.00000   -1.20000
AFIX   0

PART -1
N7    4    0.432903    0.761403   -0.013531    10.50000    0.06669    0.03787 =
         0.04577   -0.00225    0.02160    0.00455
AFIX 137
H7A   2    0.426575    0.786213   -0.120646    10.50000   -1.50000
H7B   2    0.412644    0.819226    0.057412    10.50000   -1.50000
H7C   2    0.363832    0.705354    0.002863    10.50000   -1.50000
AFIX   0
N8    4    0.585262    0.719061    0.017968    10.50000    0.06761    0.10334 =
         0.08185    0.02331    0.00226    0.00783
H8A   2    0.588008    0.684731    0.123501    10.50000   -1.50000
H8B   2    0.613864    0.665887   -0.062334    10.50000   -1.50000
HKLF 4




REM  co_formate_80c_a.res in Pnma
REM R1 =  0.0278 for     712 Fo > 4sig(Fo)  and  0.0346 for all     864 data
REM     74 parameters refined using      6 restraints

END

WGHT      0.0340      0.1862

REM Highest difference peak  0.183,  deepest hole -0.495,  1-sigma level  0.077
Q1    1   0.1645  0.5265  0.3426  11.00000  0.05    0.18
Q2    1   0.5381  0.6629  0.1082  11.00000  0.05    0.17
Q3    1   0.3469  0.8487 -0.2290  11.00000  0.05    0.17
Q4    1   0.3210  0.6730  0.2788  11.00000  0.05    0.16
Q5    1   0.2630  0.4154  0.2223  11.00000  0.05    0.16
Q6    1   0.6628  0.7500 -0.0600  10.50000  0.05    0.16
Q7    1   0.1718  0.4475  0.4223  11.00000  0.05    0.15
Q8    1   0.7242  0.7500  0.1151  10.50000  0.05    0.15
Q9    1   0.2452  0.5074  0.0936  11.00000  0.05    0.14
Q10   1   0.3618  0.2500  0.5134  10.50000  0.05    0.14
Q11   1   0.3216  0.2500  0.6276  10.50000  0.05    0.13
Q12   1   0.4174  0.2500  0.5652  10.50000  0.05    0.13
Q13   1   0.4189  0.5133  0.2250  11.00000  0.05    0.13
Q14   1   0.5934  0.7500  0.1682  10.50000  0.05    0.12
Q15   1   0.3990  0.6573  0.2386  11.00000  0.05    0.12
Q16   1   0.4800  0.8904  0.0518  11.00000  0.05    0.12
Q17   1   0.7697  0.6586 -0.1650  11.00000  0.05    0.12
Q18   1   0.2415  0.6541  0.0940  11.00000  0.05    0.12
Q19   1   0.2325  0.7126 -0.0837  11.00000  0.05    0.12
Q20   1   0.4571  0.9581 -0.0091  11.00000  0.05    0.12
;
_shelx_res_checksum              20136
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_co_formate_100k
_database_code_depnum_ccdc_archive 'CCDC 1565711'
_audit_update_record             
;
2017-07-30 deposited with the CCDC.
2017-09-05 downloaded from the CCDC.
;
_audit_creation_date             2017-06-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C3 H3 Co O6, H5 N2'
_chemical_formula_sum            'C3 H8 Co N2 O6'
_chemical_formula_weight         227.04
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co -2.3653 3.6143 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z'

_cell_length_a                   8.6505(2)
_cell_length_b                   7.7272(2)
_cell_length_c                   11.4884(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     767.93(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5071
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      76.64
_cell_measurement_theta_min      7.69
_shelx_estimated_absorpt_T_max   0.428
_shelx_estimated_absorpt_T_min   0.238
_exptl_absorpt_coefficient_mu    17.629
_exptl_absorpt_correction_T_max  0.3475
_exptl_absorpt_correction_T_min  0.1608
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1394 before and 0.0814 after correction.
The Ratio of minimum to maximum transmission is 0.4627.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.964
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             460
_exptl_crystal_size_max          0.114
_exptl_crystal_size_mid          0.097
_exptl_crystal_size_min          0.058
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0794
_diffrn_reflns_av_unetI/netI     0.0472
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            11215
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         77.338
_diffrn_reflns_theta_min         3.848
_diffrn_ambient_temperature      100.01
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker D8 Venture PHOTON 100 CMOS'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  mirrors
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'INCOATEC Imus micro-focus source'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.904
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.994
_reflns_number_gt                1371
_reflns_number_total             1597
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.539
_refine_diff_density_min         -0.334
_refine_diff_density_rms         0.077
_refine_ls_abs_structure_details 
;
 Flack x determined using 550 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.002(5)
_refine_ls_extinction_coef       0.0036(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     131
_refine_ls_number_reflns         1597
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0423
_refine_ls_R_factor_gt           0.0321
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0256P)²+0.8856P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0684
_refine_ls_wR_factor_ref         0.0730
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.513(10)
 0.487(10)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
3. Restrained distances
 N11-H11A = N11-H11B = N12-H12A = N12-H12C = N12-H12B
 0.91 with sigma of 0.02
4.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6), C9(H9)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.52872(8) 0.50023(13) 0.51388(17) 0.0065(2) Uani 1 1 d . . . . .
O2 O 0.5535(4) 0.6414(5) 0.6682(3) 0.0107(8) Uani 1 1 d . . . . .
C3 C 0.5304(6) 0.5640(6) 0.7634(6) 0.0115(12) Uani 1 1 d . . . . .
H3 H 0.527252 0.441096 0.762080 0.014 Uiso 1 1 calc R . . . .
O4 O 0.5113(5) 0.6373(5) 0.8590(4) 0.0136(8) Uani 1 1 d . . . . .
O5 O 0.4324(4) 0.7261(5) 0.4428(3) 0.0112(8) Uani 1 1 d . . . . .
C6 C 0.3106(6) 0.7893(7) 0.4838(5) 0.0126(12) Uani 1 1 d . . . . .
H6 H 0.268224 0.737104 0.551555 0.015 Uiso 1 1 calc R . . . .
O7 O 0.2405(4) 0.9179(5) 0.4412(4) 0.0106(7) Uani 1 1 d . . . . .
O8 O 0.3137(4) 0.4212(5) 0.5795(4) 0.0117(7) Uani 1 1 d . . . . .
C9 C 0.2584(6) 0.2764(7) 0.5533(5) 0.0132(11) Uani 1 1 d . . . . .
H9 H 0.321259 0.197998 0.510755 0.016 Uiso 1 1 calc R . . . .
O10 O 0.1235(4) 0.2294(5) 0.5806(4) 0.0114(8) Uani 1 1 d . . . . .
N11 N -0.0903(7) 0.4946(7) 0.7953(6) 0.0185(14) Uani 1 1 d D . . . .
N12 N 0.0628(8) 0.5049(6) 0.7448(5) 0.0131(12) Uani 1 1 d D . . . .
H12A H 0.074(8) 0.440(9) 0.680(4) 0.017(19) Uiso 1 1 d D . . . .
H12B H 0.072(9) 0.612(6) 0.711(6) 0.03(2) Uiso 1 1 d D . . . .
H12C H 0.141(7) 0.492(10) 0.795(6) 0.03(2) Uiso 1 1 d D . . . .
H11A H -0.085(9) 0.401(7) 0.842(6) 0.02(2) Uiso 1 1 d D . . . .
H11B H -0.101(10) 0.595(7) 0.836(7) 0.04(2) Uiso 1 1 d 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 0.0069(3) 0.0037(3) 0.0088(3) 0.0002(3) 0.0004(4) 0.0000(3)
O2 0.0149(19) 0.0097(18) 0.0075(19) -0.0009(15) 0.0004(15) -0.0025(15)
C3 0.011(3) 0.0083(19) 0.016(2) 0.000(3) -0.004(2) -0.0001(19)
O4 0.0165(19) 0.012(2) 0.013(2) 0.0006(18) 0.0002(16) -0.0044(16)
O5 0.0101(18) 0.0063(16) 0.0171(19) 0.0016(16) 0.0028(16) 0.0035(13)
C6 0.012(2) 0.009(2) 0.017(3) 0.001(2) 0.003(2) 0.0022(19)
O7 0.0095(17) 0.0083(16) 0.0139(19) -0.0005(16) 0.0011(15) 0.0021(13)
O8 0.0101(17) 0.0073(16) 0.018(2) -0.0006(16) 0.0009(16) -0.0013(13)
C9 0.014(2) 0.008(2) 0.017(3) -0.003(2) 0.003(2) 0.0005(19)
O10 0.0099(18) 0.0094(17) 0.0150(19) -0.0030(17) -0.0001(15) -0.0036(13)
N11 0.011(3) 0.022(3) 0.022(3) 0.005(2) 0.004(3) 0.001(2)
N12 0.014(3) 0.009(2) 0.016(3) 0.002(2) -0.001(2) 0.0021(19)

_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 O2 2.093(4) . ?
Co1 O4 2.102(5) 2_664 ?
Co1 O5 2.099(4) . ?
Co1 O7 2.110(4) 4_565 ?
Co1 O8 2.098(4) . ?
Co1 O10 2.100(4) 4 ?
O2 C3 1.262(8) . ?
C3 H3 0.9500 . ?
C3 O4 1.247(8) . ?
O5 C6 1.254(6) . ?
C6 H6 0.9500 . ?
C6 O7 1.263(6) . ?
O8 C9 1.254(7) . ?
C9 H9 0.9500 . ?
C9 O10 1.261(7) . ?
N11 N12 1.448(7) . ?
N11 H11A 0.91(3) . ?
N11 H11B 0.92(3) . ?
N12 H12A 0.90(3) . ?
N12 H12B 0.92(3) . ?
N12 H12C 0.90(3) . ?

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
O2 Co1 O4 176.32(17) . 2_664 ?
O2 Co1 O5 86.39(16) . . ?
O2 Co1 O7 95.18(16) . 4_565 ?
O2 Co1 O8 86.45(17) . . ?
O2 Co1 O10 95.22(18) . 4 ?
O4 Co1 O7 87.67(17) 2_664 4_565 ?
O5 Co1 O4 91.46(17) . 2_664 ?
O5 Co1 O7 86.62(15) . 4_565 ?
O5 Co1 O10 178.4(2) . 4 ?
O8 Co1 O4 90.63(16) . 2_664 ?
O8 Co1 O5 91.72(14) . . ?
O8 Co1 O7 177.6(2) . 4_565 ?
O8 Co1 O10 88.23(16) . 4 ?
O10 Co1 O4 86.92(17) 4 2_664 ?
O10 Co1 O7 93.38(14) 4 4_565 ?
C3 O2 Co1 118.1(4) . . ?
O2 C3 H3 117.7 . . ?
O4 C3 O2 124.6(4) . . ?
O4 C3 H3 117.7 . . ?
C3 O4 Co1 122.5(4) . 2_665 ?
C6 O5 Co1 120.7(4) . . ?
O5 C6 H6 117.8 . . ?
O5 C6 O7 124.3(5) . . ?
O7 C6 H6 117.8 . . ?
C6 O7 Co1 119.9(4) . 4_465 ?
C9 O8 Co1 120.8(4) . . ?
O8 C9 H9 118.3 . . ?
O8 C9 O10 123.4(5) . . ?
O10 C9 H9 118.3 . . ?
C9 O10 Co1 120.9(4) . 4_455 ?
N12 N11 H11A 104(5) . . ?
N12 N11 H11B 104(6) . . ?
H11A N11 H11B 112(8) . . ?
N11 N12 H12A 113(5) . . ?
N11 N12 H12B 107(5) . . ?
N11 N12 H12C 115(6) . . ?
H12A N12 H12B 98(7) . . ?
H12A N12 H12C 113(7) . . ?
H12B N12 H12C 108(7) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N12 H12A O8 0.90(3) 2.38(6) 2.956(8) 122(6) .
N12 H12A O10 0.90(3) 2.03(4) 2.893(7) 159(7) .
N12 H12B O2 0.92(3) 1.97(4) 2.872(7) 166(7) 4_465
N12 H12C O7 0.90(3) 2.05(4) 2.904(7) 160(8) 3_545
N11 H11A O5 0.91(3) 2.21(5) 3.007(7) 146(7) 3_545
N11 H11B O4 0.92(3) 2.30(6) 3.065(7) 141(7) 4_465

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Co1 O2 C3 O4 -165.3(5) . . . . ?
Co1 O5 C6 O7 -175.2(4) . . . . ?
Co1 O8 C9 O10 -172.7(4) . . . . ?
O2 C3 O4 Co1 179.4(4) . . . 2_665 ?
O5 C6 O7 Co1 176.1(4) . . . 4_465 ?
O8 C9 O10 Co1 171.4(4) . . . 4_455 ?

_shelx_res_file                  
;
TITL Co_formate_100K in Pna21 #33
    co_formate_100k.res
    created by SHELXL-2016/6 at 12:32:43 on 21-Jun-2017
REM reset to Pna21 #33
CELL 1.54178 8.6505 7.7272 11.4884 90 90 90
ZERR 4 0.0002 0.0002 0.0003 0 0 0
LATT -1
SYMM -X,-Y,0.5+Z
SYMM 0.5-X,0.5+Y,0.5+Z
SYMM 0.5+X,0.5-Y,+Z
SFAC C H Co N O
UNIT 12 32 4 8 24
EQIV $1 0.5-X,-0.5+Y,0.5+Z
EQIV $2 -0.5+X,1.5-Y,+Z
DFIX 0.91 N11 H11a N11 H11b N12 H12a N12 H12c N12 H12b

L.S. 4 0 0
PLAN  20
SIZE 0.058 0.097 0.114
TEMP -173.14
HTAB N12 O2_$2
HTAB N12 O10
HTAB N11 O4_$2
HTAB N11 O5_$1
HTAB N12 O7_$1
HTAB N12 O8
BOND
BOND $H
conf
LIST 4
fmap 2 53
acta
TWIN 1 0 0 0 -1 0 0 0 -1 2
REM <olex2.extras>
REM <HklSrc "%.\\Co_formate_100K.hkl">
REM </olex2.extras>

WGHT    0.025600    0.885600
EXTI    0.003630
BASF   0.48691
FVAR       0.28797
CO1   3    0.528721    0.500229    0.513880    11.00000    0.00687    0.00372 =
         0.00879    0.00020    0.00044    0.00002
O2    5    0.553496    0.641395    0.668222    11.00000    0.01487    0.00966 =
         0.00751   -0.00092    0.00042   -0.00248
C3    1    0.530363    0.563973    0.763380    11.00000    0.01063    0.00833 =
         0.01566    0.00038   -0.00434   -0.00009
AFIX  43
H3    2    0.527252    0.441096    0.762080    11.00000   -1.20000
AFIX   0
O4    5    0.511307    0.637346    0.858958    11.00000    0.01649    0.01162 =
         0.01259    0.00060    0.00021   -0.00438
O5    5    0.432446    0.726067    0.442761    11.00000    0.01007    0.00629 =
         0.01714    0.00162    0.00285    0.00350
C6    1    0.310597    0.789339    0.483838    11.00000    0.01156    0.00912 =
         0.01708    0.00119    0.00335    0.00221
AFIX  43
H6    2    0.268224    0.737104    0.551555    11.00000   -1.20000
AFIX   0
O7    5    0.240470    0.917903    0.441152    11.00000    0.00948    0.00831 =
         0.01395   -0.00046    0.00113    0.00209
O8    5    0.313706    0.421208    0.579509    11.00000    0.01008    0.00726 =
         0.01770   -0.00058    0.00095   -0.00131
C9    1    0.258359    0.276396    0.553349    11.00000    0.01385    0.00845 =
         0.01728   -0.00294    0.00314    0.00050
AFIX  43
H9    2    0.321259    0.197998    0.510755    11.00000   -1.20000
AFIX   0
O10   5    0.123524    0.229364    0.580630    11.00000    0.00990    0.00935 =
         0.01496   -0.00301   -0.00010   -0.00358

N11   4   -0.090275    0.494614    0.795259    11.00000    0.01068    0.02224 =
         0.02249    0.00513    0.00392    0.00137
N12   4    0.062806    0.504925    0.744850    11.00000    0.01377    0.00935 =
         0.01621    0.00171   -0.00118    0.00206
H12A  2    0.073944    0.439510    0.680072    11.00000    0.01735
H12B  2    0.071728    0.611997    0.710743    11.00000    0.03112
H12C  2    0.141088    0.491891    0.795232    11.00000    0.03266
H11A  2   -0.084867    0.400727    0.842213    11.00000    0.02467
H11B  2   -0.100550    0.595391    0.836498    11.00000    0.03635
HKLF 4




REM  Co_formate_100K in Pna21 #33
REM R1 =  0.0321 for    1371 Fo > 4sig(Fo)  and  0.0423 for all    1597 data
REM    131 parameters refined using      6 restraints

END

WGHT      0.0256      0.8856

REM Highest difference peak  0.539,  deepest hole -0.334,  1-sigma level  0.077
Q1    1   0.5257  0.5168  0.4383  11.00000  0.05    0.54
Q2    1   0.5304  0.4801  0.5938  11.00000  0.05    0.46
Q3    1   0.0888  0.1588  0.5065  11.00000  0.05    0.30
Q4    1   0.2964  0.7933  0.5607  11.00000  0.05    0.27
Q5    1   0.4914  0.3367  0.5277  11.00000  0.05    0.25
Q6    1   0.1643  0.9800  0.3664  11.00000  0.05    0.24
Q7    1   0.2984  0.2107  0.4793  11.00000  0.05    0.24
Q8    1   0.2103  0.9352  0.5192  11.00000  0.05    0.24
Q9    1   0.4525  0.6657  0.5136  11.00000  0.05    0.23
Q10   1   0.5137  0.7458  0.8561  11.00000  0.05    0.23
Q11   1   0.3268  0.6782  0.3277  11.00000  0.05    0.22
Q12   1   0.1802  0.7793  0.4628  11.00000  0.05    0.22
Q13   1   0.2345  0.6705  0.5057  11.00000  0.05    0.22
Q14   1   0.3747  0.4370  0.5601  11.00000  0.05    0.22
Q15   1   0.3145  0.4737  0.6619  11.00000  0.05    0.22
Q16   1   0.0007  0.3007  0.5157  11.00000  0.05    0.21
Q17   1   0.1099  0.4957  0.5141  11.00000  0.05    0.21
Q18   1   0.2376  0.2786  0.4235  11.00000  0.05    0.21
Q19   1   0.0568  0.5002  0.8199  11.00000  0.05    0.21
Q20   1   0.1886  0.6612  0.6177  11.00000  0.05    0.21
;
_shelx_res_checksum              30237
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.513(10)
2 0.487(10)

