# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_mm233
_database_code_depnum_ccdc_archive 'CCDC 991207'
_audit_update_record             
;
2015-01-21 deposited with the CCDC.
2015-03-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H65 Cl3 Co2 N8 O16'
_chemical_formula_weight         1138.21

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'
Cl Cl 0.1484 0.1585 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.8993(4)
_cell_length_b                   12.1898(5)
_cell_length_c                   18.1111(6)
_cell_angle_alpha                101.540(2)
_cell_angle_beta                 100.071(2)
_cell_angle_gamma                94.943(2)
_cell_volume                     2514.19(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    6657
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      26.00

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      n/a
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.503
_exptl_crystal_F_000             1188
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.893
_shelx_estimated_absorpt_T_min   0.870
_shelx_estimated_absorpt_T_max   0.908
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6555
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'SADABS, Bruker (2003)'

_exptl_special_details           
; 
 Data collection is performed with four batch runs at phi = 0.00 deg 
 (600 frames), at phi = 90.00 deg (600 frames), at phi = 180.00 deg 
 (600 frames), and at phi = 270.00 deg (600 frames). 
 A fifth batch run is collected at phi = 0.00 deg (50 frames) to monitor 
 crystal and diffractometer stability. Frame width = 0.30 deg in omega. 
 Data is merged, corrected for decay (if any), and treated with multi-scan 
 absorption corrections (if required). All symmetry-equivalent reflections 
 are merged for centrosymmetric data. 
 Friedel pairs are not merged for noncentrosymmetric data. 
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            26583
_diffrn_reflns_av_unetI/netI     0.0673
_diffrn_reflns_av_R_equivalents  0.0443
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.752
_diffrn_reflns_theta_max         26.404
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             10116
_reflns_number_gt                5819
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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. 
;

_computing_data_collection       'APEX II, Bruker (2009)'
_computing_cell_refinement       'APEX II, Bruker (2009)'
_computing_data_reduction        'XPREP, Bruker (2009)'
_computing_structure_solution    'SHELXS-03 (Sheldrick, 2003)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXTL, Bruker (2004)'
_computing_publication_material  'SHELXTL, Bruker (2004)'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1244P)²+3.6966P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         10116
_refine_ls_number_parameters     636
_refine_ls_number_restraints     1084
_refine_ls_R_factor_all          0.1496
_refine_ls_R_factor_gt           0.0828
_refine_ls_wR_factor_ref         0.2547
_refine_ls_wR_factor_gt          0.2103
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_restrained_S_all      1.086
_refine_ls_shift/su_max          0.000
_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_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 0.62639(7) 0.88951(7) 0.24100(5) 0.0445(3) Uani 1 1 d . U . . .
Co2 Co 0.25687(7) 0.51944(7) 0.24164(5) 0.0450(3) Uani 1 1 d . U . . .
O1 O 0.5116(4) 0.7646(4) 0.2395(2) 0.0503(10) Uani 1 1 d . U . . .
O2 O 0.3794(4) 0.6354(4) 0.2399(2) 0.0562(11) Uani 1 1 d . U . . .
Cl1 Cl 0.02428(12) 0.27810(12) -0.12480(9) 0.0435(4) Uani 1 1 d . U . . .
O3 O 0.0154(4) 0.3930(4) -0.0925(3) 0.0738(15) Uani 1 1 d . U . . .
O4 O -0.0188(5) 0.2542(6) -0.2057(3) 0.0894(18) Uani 1 1 d . U . . .
O5 O 0.1434(4) 0.2617(5) -0.1117(3) 0.0714(15) Uani 1 1 d . U . . .
O6 O -0.0374(5) 0.2088(5) -0.0887(4) 0.0847(16) Uani 1 1 d . U . . .
Cl2 Cl 0.36030(14) 0.10535(14) 0.12603(10) 0.0551(4) Uani 1 1 d . U . . .
O7 O 0.2643(7) 0.0259(7) 0.1013(6) 0.146(3) Uani 1 1 d . U . . .
O8 O 0.4464(5) 0.0693(5) 0.0857(4) 0.0909(18) Uani 1 1 d . U . . .
O9 O 0.3994(8) 0.1205(9) 0.2058(5) 0.144(3) Uani 1 1 d . U . . .
O10 O 0.3323(7) 0.2079(5) 0.1137(5) 0.112(2) Uani 1 1 d . U . . .
Cl3 Cl 0.9470(2) 0.77601(19) 0.53183(12) 0.0770(6) Uani 1 1 d D U . . .
O11 O 0.8278(8) 0.7250(9) 0.5210(6) 0.158(3) Uani 1 1 d . U . . .
O12 O 1.005(3) 0.8676(16) 0.5231(13) 0.180(7) Uani 0.5 1 d D U P A 1
O13 O 0.9523(18) 0.6740(13) 0.4749(10) 0.119(5) Uani 0.5 1 d D U P A 1
O12' O 0.9058(16) 0.8775(12) 0.5128(10) 0.123(5) Uani 0.5 1 d D U P A 2
O13' O 1.0043(14) 0.7244(15) 0.4784(10) 0.104(5) Uani 0.5 1 d D U P A 2
O14 O 0.9959(7) 0.7698(7) 0.6056(4) 0.126(3) Uani 1 1 d . U . . .
N1 N 0.7515(5) 1.0352(5) 0.2449(4) 0.0603(14) Uani 1 1 d . U . . .
N2 N 0.5988(4) 0.8865(4) 0.1214(3) 0.0410(11) Uani 1 1 d . U . . .
H2A H 0.5269 0.9215 0.1085 0.049 Uiso 1 1 calc R U . . .
N3 N 0.7793(4) 0.8187(5) 0.2716(3) 0.0531(13) Uani 1 1 d . U . . .
H3A H 0.8002 0.7809 0.2224 0.064 Uiso 1 1 calc R U . . .
N4 N 0.5748(6) 1.0078(5) 0.3300(4) 0.0781(18) Uani 1 1 d . U . . .
H4A H 0.4905 1.0072 0.3113 0.094 Uiso 1 1 calc R U . . .
N5 N 0.1139(5) 0.3951(5) 0.2449(3) 0.0514(12) Uani 1 1 d . U . . .
N6 N 0.1873(4) 0.4724(4) 0.1216(3) 0.0414(11) Uani 1 1 d . U . . .
H6A H 0.1423 0.5340 0.1086 0.050 Uiso 1 1 calc R U . . .
N7 N 0.3532(5) 0.3926(5) 0.2735(3) 0.0582(14) Uani 1 1 d . U . . .
H7A H 0.3626 0.3427 0.2245 0.070 Uiso 1 1 calc R U . . .
N8 N 0.2015(7) 0.5958(8) 0.3481(5) 0.059(2) Uani 0.64 1 d D U P B 1
H8A H 0.2275 0.5519 0.3877 0.070 Uiso 0.64 1 calc R U P B 1
N8' N 0.1720(12) 0.6377(13) 0.3100(8) 0.059(3) Uani 0.36 1 d D U P B 2
H8'A H 0.1413 0.6887 0.2766 0.071 Uiso 0.36 1 calc R U P B 2
C1 C 0.7248(6) 1.0652(6) 0.1698(5) 0.0634(17) Uani 1 1 d . U . . .
H1A H 0.7921 1.1118 0.1618 0.076 Uiso 1 1 calc R U . . .
H1B H 0.6593 1.1101 0.1683 0.076 Uiso 1 1 calc R U . . .
C2 C 0.6946(6) 0.9596(6) 0.1066(4) 0.0548(16) Uani 1 1 d . U . . .
H2B H 0.6716 0.9801 0.0564 0.066 Uiso 1 1 calc R U . . .
H2C H 0.7626 0.9184 0.1046 0.066 Uiso 1 1 calc R U . . .
C3 C 0.8662(6) 0.9989(6) 0.2589(5) 0.0651(18) Uani 1 1 d . U . . .
H3B H 0.9235 1.0653 0.2848 0.078 Uiso 1 1 calc R U . . .
H3C H 0.8866 0.9662 0.2092 0.078 Uiso 1 1 calc R U . . .
C4 C 0.8714(6) 0.9124(7) 0.3083(4) 0.0678(18) Uani 1 1 d . U . . .
H4B H 0.9473 0.8842 0.3128 0.081 Uiso 1 1 calc R U . . .
H4C H 0.8606 0.9469 0.3604 0.081 Uiso 1 1 calc R U . . .
C5 C 0.7375(8) 1.1274(7) 0.3099(6) 0.097(3) Uani 1 1 d . U . . .
H5A H 0.7940 1.1246 0.3564 0.116 Uiso 1 1 calc R U . . .
H5B H 0.7550 1.2012 0.2968 0.116 Uiso 1 1 calc R U . . .
C6 C 0.6254(11) 1.1199(8) 0.3269(7) 0.116(3) Uani 1 1 d . U . . .
H6B H 0.5736 1.1476 0.2876 0.139 Uiso 1 1 calc R U . . .
H6C H 0.6282 1.1715 0.3771 0.139 Uiso 1 1 calc R U . . .
C7 C 0.5821(5) 0.7701(5) 0.0693(3) 0.0402(13) Uani 1 1 d . U . . .
H7B H 0.6110 0.7755 0.0220 0.048 Uiso 1 1 calc R U . . .
H7C H 0.6283 0.7203 0.0956 0.048 Uiso 1 1 calc R U . . .
C8 C 0.4583(4) 0.7181(4) 0.0477(3) 0.0342(11) Uani 1 1 d . U . . .
C9 C 0.3759(5) 0.7703(5) 0.0083(3) 0.0364(12) Uani 1 1 d . U . . .
H9A H 0.3976 0.8391 -0.0056 0.044 Uiso 1 1 calc R U . . .
C10 C 0.2619(5) 0.7223(5) -0.0109(3) 0.0377(12) Uani 1 1 d . U . . .
H10A H 0.2059 0.7590 -0.0375 0.045 Uiso 1 1 calc R U . . .
C11 C 0.2286(5) 0.6228(5) 0.0081(3) 0.0369(12) Uani 1 1 d . U . . .
H11A H 0.1502 0.5907 -0.0058 0.044 Uiso 1 1 calc R U . . .
C12 C 0.3108(4) 0.5683(4) 0.0480(3) 0.0340(11) Uani 1 1 d . U . . .
C13 C 0.4237(5) 0.6168(4) 0.0666(3) 0.0343(11) Uani 1 1 d . U . . .
H13A H 0.4798 0.5800 0.0931 0.041 Uiso 1 1 calc R U . . .
C14 C 0.2739(5) 0.4592(5) 0.0693(3) 0.0417(13) Uani 1 1 d . U . . .
H14A H 0.3424 0.4314 0.0954 0.050 Uiso 1 1 calc R U . . .
H14B H 0.2396 0.4019 0.0219 0.050 Uiso 1 1 calc R U . . .
C15 C 0.7782(6) 0.7324(6) 0.3200(4) 0.0624(17) Uani 1 1 d . U . . .
H15A H 0.7490 0.7645 0.3666 0.075 Uiso 1 1 calc R U . . .
H15B H 0.8584 0.7185 0.3369 0.075 Uiso 1 1 calc R U . . .
C16 C 0.6228(6) 0.5767(7) 0.3139(4) 0.0572(16) Uani 1 1 d . U . . .
H16A H 0.6072 0.6204 0.3598 0.069 Uiso 1 1 calc R U . . .
C17 C 0.7070(6) 0.6207(6) 0.2816(4) 0.0541(15) Uani 1 1 d . U . . .
C18 C 0.7289(6) 0.5573(6) 0.2135(4) 0.0642(19) Uani 1 1 d . U . . .
H18A H 0.7870 0.5853 0.1897 0.077 Uiso 1 1 calc R U . . .
C19 C 0.6642(7) 0.4521(7) 0.1807(5) 0.070(2) Uani 1 1 d . U . . .
H19A H 0.6774 0.4092 0.1338 0.084 Uiso 1 1 calc R U . . .
C20 C 0.5826(6) 0.4108(7) 0.2154(4) 0.0631(18) Uani 1 1 d . U . . .
H20A H 0.5407 0.3385 0.1928 0.076 Uiso 1 1 calc R U . . .
C21 C 0.5590(6) 0.4719(7) 0.2833(4) 0.0588(16) Uani 1 1 d . U . . .
C22 C 0.4705(6) 0.4247(8) 0.3221(4) 0.0678(19) Uani 1 1 d . U . . .
H22A H 0.4966 0.3572 0.3391 0.081 Uiso 1 1 calc R U . . .
H22B H 0.4659 0.4814 0.3686 0.081 Uiso 1 1 calc R U . . .
C23 C 0.5827(9) 0.9850(9) 0.4058(5) 0.093(2) Uani 1 1 d . U . . .
H23A H 0.6658 0.9874 0.4265 0.112 Uiso 1 1 calc R U . . .
H23B H 0.5569 1.0506 0.4373 0.112 Uiso 1 1 calc R U . . .
C24 C 0.4106(6) 0.8451(8) 0.3955(4) 0.0663(18) Uani 1 1 d . U . . .
H24A H 0.3646 0.8832 0.3629 0.080 Uiso 1 1 calc R U . . .
C25 C 0.5279(8) 0.8883(9) 0.4229(5) 0.090(2) Uani 1 1 d . U . . .
C26 C 0.5925(10) 0.8273(12) 0.4705(6) 0.109(3) Uani 1 1 d . U . . .
H26A H 0.6721 0.8523 0.4897 0.131 Uiso 1 1 calc R U . . .
C27 C 0.5442(10) 0.7347(12) 0.4893(6) 0.110(3) Uani 1 1 d . U . . .
H27A H 0.5893 0.6959 0.5218 0.133 Uiso 1 1 calc R U . . .
C28 C 0.4254(9) 0.6957(10) 0.4599(5) 0.099(3) Uani 1 1 d . U . . .
H28A H 0.3907 0.6304 0.4724 0.119 Uiso 1 1 calc R U . . .
C29 C 0.3609(8) 0.7537(9) 0.4130(5) 0.088(2) Uani 1 1 d . U . . .
C30 C 0.2347(7) 0.7099(8) 0.3812(5) 0.079(2) Uani 1 1 d D U . . .
H30A H 0.1928 0.7299 0.4237 0.095 Uiso 0.64 1 calc R U P B 1
H30B H 0.2067 0.7527 0.3421 0.095 Uiso 0.64 1 calc R U P B 1
H30C H 0.2116 0.6731 0.4212 0.095 Uiso 0.36 1 calc R U P B 2
H30D H 0.1967 0.7793 0.3850 0.095 Uiso 0.36 1 calc R U P B 2
C31 C 0.0348(6) 0.3756(6) 0.1688(4) 0.0537(16) Uani 1 1 d . U . . .
H31A H -0.0132 0.4379 0.1678 0.064 Uiso 1 1 calc R U . . .
H31B H -0.0169 0.3042 0.1600 0.064 Uiso 1 1 calc R U . . .
C32 C 0.1045(6) 0.3695(6) 0.1061(4) 0.0519(15) Uani 1 1 d . U . . .
H32A H 0.1464 0.3025 0.1037 0.062 Uiso 1 1 calc R U . . .
H32B H 0.0524 0.3616 0.0558 0.062 Uiso 1 1 calc R U . . .
C33 C 0.1612(7) 0.2922(6) 0.2590(4) 0.0623(17) Uani 1 1 d . U . . .
H33A H 0.1663 0.2427 0.2095 0.075 Uiso 1 1 calc R U . . .
H33B H 0.1098 0.2505 0.2843 0.075 Uiso 1 1 calc R U . . .
C34 C 0.2780(7) 0.3229(7) 0.3091(5) 0.0706(19) Uani 1 1 d . U . . .
H34A H 0.2718 0.3660 0.3604 0.085 Uiso 1 1 calc R U . . .
H34B H 0.3123 0.2535 0.3158 0.085 Uiso 1 1 calc R U . . .
C35 C 0.0540(7) 0.4418(7) 0.3073(4) 0.0634(18) Uani 1 1 d . U . . .
H35A H 0.0859 0.4172 0.3547 0.076 Uiso 1 1 calc R U . . .
H35B H -0.0289 0.4127 0.2923 0.076 Uiso 1 1 calc R U . . .
C36 C 0.0684(7) 0.5675(7) 0.3225(5) 0.080(2) Uani 1 1 d D U . . .
H36A H 0.0285 0.6001 0.3638 0.097 Uiso 0.64 1 calc R U P B 1
H36B H 0.0398 0.5947 0.2756 0.097 Uiso 0.64 1 calc R U P B 1
H36C H 0.0630 0.5942 0.3769 0.097 Uiso 0.36 1 calc R U P B 2
H36D H 0.0001 0.5885 0.2912 0.097 Uiso 0.36 1 calc R U P B 2
C37 C 0.4081(5) 0.7301(5) 0.2276(3) 0.0422(13) Uani 1 1 d . U . . .
C38 C 0.3208(5) 0.7991(6) 0.1998(4) 0.0531(16) Uani 1 1 d . U . . .
H38A H 0.3591 0.8700 0.1933 0.080 Uiso 1 1 calc R U . . .
H38B H 0.2710 0.8156 0.2374 0.080 Uiso 1 1 calc R U . . .
H38C H 0.2743 0.7575 0.1504 0.080 Uiso 1 1 calc R U . . .
O15 O -0.0373(11) 0.0978(10) 0.0977(7) 0.089(3) Uiso 0.5 1 d D U P C -1
H15C H 0.0115 0.0926 0.1360 0.133 Uiso 0.5 1 calc R U P C -1
C39 C -0.0129(16) 0.0314(15) 0.0309(10) 0.089(3) Uiso 0.5 1 d D U P C -1
H39A H -0.0346 0.0670 -0.0125 0.133 Uiso 0.5 1 calc R U P C -1
H39B H -0.0565 -0.0438 0.0202 0.133 Uiso 0.5 1 calc R U P C -1
H39C H 0.0696 0.0247 0.0385 0.133 Uiso 0.5 1 calc R U P C -1
O16 O 0.7582(9) 0.5003(9) 0.4992(6) 0.164(4) Uiso 1 1 d D U . . .
H16B H 0.8113 0.5334 0.5359 0.245 Uiso 1 1 calc R U . . .
C40 C 0.8085(10) 0.4374(10) 0.4368(6) 0.108(3) Uiso 1 1 d D U . . .
H40A H 0.8075 0.4795 0.3960 0.163 Uiso 1 1 calc R U . . .
H40B H 0.7633 0.3631 0.4159 0.163 Uiso 1 1 calc R U . . .
H40C H 0.8881 0.4278 0.4573 0.163 Uiso 1 1 calc R U . . .
O17 O 0.3085(12) 0.0512(12) 0.3087(9) 0.107(4) Uiso 0.5 1 d D U P . .
H17A H 0.3530 0.0454 0.3488 0.160 Uiso 0.5 1 calc R U P . .
C41 C 0.1891(14) 0.0173(18) 0.3140(12) 0.096(6) Uiso 0.5 1 d D U P . .
H41A H 0.1885 -0.0310 0.3511 0.145 Uiso 0.5 1 calc R U P . .
H41B H 0.1463 -0.0243 0.2635 0.145 Uiso 0.5 1 calc R U P . .
H41C H 0.1529 0.0847 0.3309 0.145 Uiso 0.5 1 calc R U P . .


_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 O1 1.948(4) . ?
Co1 N3 2.116(5) . ?
Co1 N2 2.125(5) . ?
Co1 N4 2.151(6) . ?
Co1 N1 2.199(6) . ?
Co2 O2 1.950(5) . ?
Co2 N7 2.114(6) . ?
Co2 N6 2.129(5) . ?
Co2 N8' 2.146(14) . ?
Co2 N5 2.196(5) . ?
Co2 N8 2.203(8) . ?
O1 C37 1.234(7) . ?
O2 C37 1.250(8) . ?
Cl1 O6 1.400(6) . ?
Cl1 O4 1.426(5) . ?
Cl1 O3 1.426(5) . ?
Cl1 O5 1.434(5) . ?
Cl2 O10 1.372(6) . ?
Cl2 O7 1.378(8) . ?
Cl2 O9 1.408(8) . ?
Cl2 O8 1.410(6) . ?
Cl3 O12 1.311(19) . ?
Cl3 O13' 1.363(14) . ?
Cl3 O14 1.380(7) . ?
Cl3 O12' 1.451(14) . ?
Cl3 O13 1.461(14) . ?
Cl3 O11 1.463(9) . ?
N1 C1 1.466(10) . ?
N1 C3 1.467(9) . ?
N1 C5 1.500(9) . ?
N2 C2 1.482(8) . ?
N2 C7 1.514(7) . ?
N3 C4 1.474(9) . ?
N3 C15 1.498(10) . ?
N4 C23 1.442(12) . ?
N4 C6 1.462(12) . ?
N5 C33 1.467(9) . ?
N5 C35 1.484(8) . ?
N5 C31 1.491(9) . ?
N6 C32 1.474(8) . ?
N6 C14 1.513(7) . ?
N7 C22 1.488(9) . ?
N7 C34 1.493(9) . ?
N8 C30 1.392(12) . ?
N8 C36 1.558(12) . ?
N8' C30 1.446(15) . ?
N8' C36 1.515(15) . ?
C1 C2 1.511(9) . ?
C3 C4 1.510(12) . ?
C5 C6 1.420(13) . ?
C7 C8 1.505(8) . ?
C8 C9 1.386(8) . ?
C8 C13 1.394(8) . ?
C9 C10 1.386(8) . ?
C10 C11 1.370(8) . ?
C11 C12 1.406(8) . ?
C12 C13 1.376(7) . ?
C12 C14 1.509(8) . ?
C15 C17 1.507(10) . ?
C16 C17 1.369(10) . ?
C16 C21 1.385(11) . ?
C17 C18 1.398(9) . ?
C18 C19 1.397(10) . ?
C19 C20 1.360(10) . ?
C20 C21 1.391(9) . ?
C21 C22 1.499(10) . ?
C23 C25 1.412(14) . ?
C24 C29 1.336(13) . ?
C24 C25 1.413(12) . ?
C25 C26 1.418(15) . ?
C26 C27 1.354(16) . ?
C27 C28 1.424(15) . ?
C28 C29 1.385(14) . ?
C29 C30 1.518(12) . ?
C31 C32 1.513(9) . ?
C33 C34 1.493(11) . ?
C35 C36 1.490(11) . ?
C37 C38 1.475(9) . ?
O15 C39 1.404(14) . ?
O16 C40 1.480(11) . ?
O17 C41 1.469(15) . ?

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
O1 Co1 N3 100.4(2) . . ?
O1 Co1 N2 99.20(18) . . ?
N3 Co1 N2 108.61(19) . . ?
O1 Co1 N4 95.9(2) . . ?
N3 Co1 N4 117.2(2) . . ?
N2 Co1 N4 127.9(2) . . ?
O1 Co1 N1 177.66(18) . . ?
N3 Co1 N1 81.4(2) . . ?
N2 Co1 N1 81.6(2) . . ?
N4 Co1 N1 81.9(2) . . ?
O2 Co2 N7 101.1(2) . . ?
O2 Co2 N6 98.51(19) . . ?
N7 Co2 N6 108.9(2) . . ?
O2 Co2 N8' 92.7(4) . . ?
N7 Co2 N8' 129.4(5) . . ?
N6 Co2 N8' 116.9(5) . . ?
O2 Co2 N5 177.34(19) . . ?
N7 Co2 N5 81.3(2) . . ?
N6 Co2 N5 81.84(19) . . ?
N8' Co2 N5 84.8(4) . . ?
O2 Co2 N8 100.4(3) . . ?
N7 Co2 N8 103.6(3) . . ?
N6 Co2 N8 138.2(3) . . ?
N5 Co2 N8 77.7(3) . . ?
C37 O1 Co1 146.0(5) . . ?
C37 O2 Co2 148.6(4) . . ?
O6 Cl1 O4 111.4(4) . . ?
O6 Cl1 O3 108.6(3) . . ?
O4 Cl1 O3 109.6(4) . . ?
O6 Cl1 O5 110.2(4) . . ?
O4 Cl1 O5 108.5(3) . . ?
O3 Cl1 O5 108.4(3) . . ?
O10 Cl2 O7 109.7(5) . . ?
O10 Cl2 O9 106.4(6) . . ?
O7 Cl2 O9 110.5(6) . . ?
O10 Cl2 O8 110.9(4) . . ?
O7 Cl2 O8 108.7(5) . . ?
O9 Cl2 O8 110.7(5) . . ?
O12 Cl3 O14 102.5(11) . . ?
O13' Cl3 O14 112.5(9) . . ?
O13' Cl3 O12' 111.5(10) . . ?
O14 Cl3 O12' 123.0(8) . . ?
O12 Cl3 O13 114.6(13) . . ?
O14 Cl3 O13 112.6(9) . . ?
O12 Cl3 O11 139.4(14) . . ?
O13' Cl3 O11 113.3(8) . . ?
O14 Cl3 O11 104.4(6) . . ?
O12' Cl3 O11 89.4(9) . . ?
O13 Cl3 O11 81.8(9) . . ?
C1 N1 C3 111.8(6) . . ?
C1 N1 C5 112.9(7) . . ?
C3 N1 C5 111.0(6) . . ?
C1 N1 Co1 106.5(4) . . ?
C3 N1 Co1 107.0(4) . . ?
C5 N1 Co1 107.2(5) . . ?
C2 N2 C7 111.2(5) . . ?
C2 N2 Co1 108.6(4) . . ?
C7 N2 Co1 115.2(4) . . ?
C4 N3 C15 110.2(5) . . ?
C4 N3 Co1 107.7(4) . . ?
C15 N3 Co1 118.7(4) . . ?
C23 N4 C6 115.9(8) . . ?
C23 N4 Co1 119.8(6) . . ?
C6 N4 Co1 106.7(5) . . ?
C33 N5 C35 110.4(5) . . ?
C33 N5 C31 112.3(6) . . ?
C35 N5 C31 110.2(5) . . ?
C33 N5 Co2 108.3(4) . . ?
C35 N5 Co2 109.5(4) . . ?
C31 N5 Co2 106.1(4) . . ?
C32 N6 C14 111.2(4) . . ?
C32 N6 Co2 108.8(4) . . ?
C14 N6 Co2 116.0(4) . . ?
C22 N7 C34 111.2(6) . . ?
C22 N7 Co2 119.7(5) . . ?
C34 N7 Co2 106.3(4) . . ?
C30 N8 C36 112.1(7) . . ?
C30 N8 Co2 119.8(6) . . ?
C36 N8 Co2 100.6(5) . . ?
C30 N8' C36 111.5(10) . . ?
C30 N8' Co2 120.4(9) . . ?
C36 N8' Co2 104.7(8) . . ?
N1 C1 C2 110.1(6) . . ?
N2 C2 C1 109.5(6) . . ?
N1 C3 C4 111.8(6) . . ?
N3 C4 C3 108.1(6) . . ?
C6 C5 N1 113.4(7) . . ?
C5 C6 N4 116.2(8) . . ?
C8 C7 N2 112.8(4) . . ?
C9 C8 C13 118.5(5) . . ?
C9 C8 C7 120.4(5) . . ?
C13 C8 C7 121.1(5) . . ?
C8 C9 C10 120.1(5) . . ?
C11 C10 C9 121.0(5) . . ?
C10 C11 C12 119.9(5) . . ?
C13 C12 C11 118.5(5) . . ?
C13 C12 C14 121.7(5) . . ?
C11 C12 C14 119.8(5) . . ?
C12 C13 C8 122.0(5) . . ?
C12 C14 N6 112.5(4) . . ?
N3 C15 C17 115.6(5) . . ?
C17 C16 C21 123.6(6) . . ?
C16 C17 C18 118.3(7) . . ?
C16 C17 C15 121.1(6) . . ?
C18 C17 C15 120.5(7) . . ?
C19 C18 C17 119.2(7) . . ?
C20 C19 C18 120.5(7) . . ?
C19 C20 C21 121.6(8) . . ?
C16 C21 C20 116.8(7) . . ?
C16 C21 C22 121.9(6) . . ?
C20 C21 C22 121.3(7) . . ?
N7 C22 C21 114.8(6) . . ?
C25 C23 N4 125.3(8) . . ?
C29 C24 C25 123.5(9) . . ?
C23 C25 C24 124.8(10) . . ?
C23 C25 C26 119.4(10) . . ?
C24 C25 C26 115.8(11) . . ?
C27 C26 C25 121.9(12) . . ?
C26 C27 C28 119.5(12) . . ?
C29 C28 C27 119.4(12) . . ?
C24 C29 C28 119.8(10) . . ?
C24 C29 C30 121.5(9) . . ?
C28 C29 C30 118.7(11) . . ?
N8 C30 C29 120.2(8) . . ?
N8' C30 C29 134.2(8) . . ?
N5 C31 C32 109.5(5) . . ?
N6 C32 C31 110.1(5) . . ?
N5 C33 C34 109.6(7) . . ?
N7 C34 C33 109.7(6) . . ?
N5 C35 C36 110.4(6) . . ?
C35 C36 N8' 123.8(8) . . ?
C35 C36 N8 101.5(7) . . ?
O1 C37 O2 118.2(6) . . ?
O1 C37 C38 120.8(6) . . ?
O2 C37 C38 121.0(6) . . ?

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
C3 N1 C1 C2 76.2(7) . . . . ?
C5 N1 C1 C2 -157.8(6) . . . . ?
Co1 N1 C1 C2 -40.4(6) . . . . ?
C7 N2 C2 C1 -168.2(5) . . . . ?
Co1 N2 C2 C1 -40.5(6) . . . . ?
N1 C1 C2 N2 55.6(7) . . . . ?
C1 N1 C3 C4 -148.7(6) . . . . ?
C5 N1 C3 C4 84.2(8) . . . . ?
Co1 N1 C3 C4 -32.5(6) . . . . ?
C15 N3 C4 C3 -177.9(5) . . . . ?
Co1 N3 C4 C3 -47.0(6) . . . . ?
N1 C3 C4 N3 54.5(7) . . . . ?
C1 N1 C5 C6 90.4(11) . . . . ?
C3 N1 C5 C6 -143.1(10) . . . . ?
Co1 N1 C5 C6 -26.6(11) . . . . ?
N1 C5 C6 N4 44.9(15) . . . . ?
C23 N4 C6 C5 98.8(11) . . . . ?
Co1 N4 C6 C5 -37.5(12) . . . . ?
C2 N2 C7 C8 -147.0(5) . . . . ?
Co1 N2 C7 C8 88.9(5) . . . . ?
N2 C7 C8 C9 60.3(7) . . . . ?
N2 C7 C8 C13 -119.6(5) . . . . ?
C13 C8 C9 C10 0.5(7) . . . . ?
C7 C8 C9 C10 -179.4(5) . . . . ?
C8 C9 C10 C11 -0.4(8) . . . . ?
C9 C10 C11 C12 0.4(8) . . . . ?
C10 C11 C12 C13 -0.5(7) . . . . ?
C10 C11 C12 C14 179.5(5) . . . . ?
C11 C12 C13 C8 0.6(7) . . . . ?
C14 C12 C13 C8 -179.4(5) . . . . ?
C9 C8 C13 C12 -0.6(7) . . . . ?
C7 C8 C13 C12 179.3(5) . . . . ?
C13 C12 C14 N6 119.3(5) . . . . ?
C11 C12 C14 N6 -60.7(6) . . . . ?
C32 N6 C14 C12 146.2(5) . . . . ?
Co2 N6 C14 C12 -88.7(5) . . . . ?
C4 N3 C15 C17 -166.8(5) . . . . ?
Co1 N3 C15 C17 68.4(6) . . . . ?
C21 C16 C17 C18 0.9(10) . . . . ?
C21 C16 C17 C15 -176.4(6) . . . . ?
N3 C15 C17 C16 -125.3(7) . . . . ?
N3 C15 C17 C18 57.4(8) . . . . ?
C16 C17 C18 C19 0.3(10) . . . . ?
C15 C17 C18 C19 177.7(7) . . . . ?
C17 C18 C19 C20 -1.4(12) . . . . ?
C18 C19 C20 C21 1.3(12) . . . . ?
C17 C16 C21 C20 -1.0(10) . . . . ?
C17 C16 C21 C22 177.6(6) . . . . ?
C19 C20 C21 C16 -0.1(11) . . . . ?
C19 C20 C21 C22 -178.7(7) . . . . ?
C34 N7 C22 C21 166.9(6) . . . . ?
Co2 N7 C22 C21 -68.6(7) . . . . ?
C16 C21 C22 N7 124.1(7) . . . . ?
C20 C21 C22 N7 -57.3(9) . . . . ?
C6 N4 C23 C25 171.9(9) . . . . ?
Co1 N4 C23 C25 -57.9(12) . . . . ?
N4 C23 C25 C24 -48.3(13) . . . . ?
N4 C23 C25 C26 131.3(10) . . . . ?
C29 C24 C25 C23 -179.6(7) . . . . ?
C29 C24 C25 C26 0.7(11) . . . . ?
C23 C25 C26 C27 179.4(9) . . . . ?
C24 C25 C26 C27 -0.9(13) . . . . ?
C25 C26 C27 C28 0.8(15) . . . . ?
C26 C27 C28 C29 -0.5(14) . . . . ?
C25 C24 C29 C28 -0.4(12) . . . . ?
C25 C24 C29 C30 -179.2(7) . . . . ?
C27 C28 C29 C24 0.3(13) . . . . ?
C27 C28 C29 C30 179.1(8) . . . . ?
C36 N8 C30 N8' -58.3(9) . . . . ?
Co2 N8 C30 N8' 59.2(10) . . . . ?
C36 N8 C30 C29 177.5(8) . . . . ?
Co2 N8 C30 C29 -65.0(10) . . . . ?
C36 N8' C30 N8 60.6(10) . . . . ?
Co2 N8' C30 N8 -62.6(12) . . . . ?
C36 N8' C30 C29 146.7(12) . . . . ?
Co2 N8' C30 C29 23(2) . . . . ?
C24 C29 C30 N8 131.7(9) . . . . ?
C28 C29 C30 N8 -47.1(11) . . . . ?
C24 C29 C30 N8' 83.7(16) . . . . ?
C28 C29 C30 N8' -95.0(15) . . . . ?
C33 N5 C31 C32 -76.9(7) . . . . ?
C35 N5 C31 C32 159.6(6) . . . . ?
Co2 N5 C31 C32 41.2(6) . . . . ?
C14 N6 C32 C31 168.6(5) . . . . ?
Co2 N6 C32 C31 39.6(6) . . . . ?
N5 C31 C32 N6 -55.6(7) . . . . ?
C35 N5 C33 C34 -86.7(7) . . . . ?
C31 N5 C33 C34 149.9(6) . . . . ?
Co2 N5 C33 C34 33.1(6) . . . . ?
C22 N7 C34 C33 -180.0(6) . . . . ?
Co2 N7 C34 C33 48.2(7) . . . . ?
N5 C33 C34 N7 -55.5(7) . . . . ?
C33 N5 C35 C36 145.8(7) . . . . ?
C31 N5 C35 C36 -89.6(7) . . . . ?
Co2 N5 C35 C36 26.7(7) . . . . ?
N5 C35 C36 N8' -29.3(13) . . . . ?
N5 C35 C36 N8 -61.6(8) . . . . ?
C30 N8' C36 C35 -117.2(12) . . . . ?
Co2 N8' C36 C35 14.5(13) . . . . ?
C30 N8' C36 N8 -56.6(10) . . . . ?
Co2 N8' C36 N8 75.2(11) . . . . ?
C30 N8 C36 C35 -167.2(7) . . . . ?
Co2 N8 C36 C35 64.3(7) . . . . ?
C30 N8 C36 N8' 60.5(10) . . . . ?
Co2 N8 C36 N8' -68.0(10) . . . . ?
Co1 O1 C37 O2 -176.4(5) . . . . ?
Co1 O1 C37 C38 3.3(10) . . . . ?
Co2 O2 C37 O1 178.1(5) . . . . ?
Co2 O2 C37 C38 -1.6(11) . . . . ?

_refine_diff_density_max         1.482
_refine_diff_density_min         -0.683
_refine_diff_density_rms         0.115

_shelxl_version_number           2013-4


_exptl_crystal_recrystallization_method 'Vapour Deposition'
####################################################################### 
# 
# 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_mm234
_database_code_depnum_ccdc_archive 'CCDC 991208'
_audit_update_record             
;
2015-01-21 deposited with the CCDC.
2015-03-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C39 H56 Cl3 Co2 N10 O13'
_chemical_formula_weight         1097.14

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'
Cl Cl 0.1484 0.1585 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   39.4302(15)
_cell_length_b                   9.1554(4)
_cell_length_c                   30.0283(12)
_cell_angle_alpha                90
_cell_angle_beta                 115.497(2)
_cell_angle_gamma                90
_cell_volume                     9784.4(7)
_cell_formula_units_Z            8
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9965
_cell_measurement_theta_min      2.29
_cell_measurement_theta_max      24.75

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      n/a
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.490
_exptl_crystal_F_000             4552
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    0.912
_shelx_estimated_absorpt_T_min   0.860
_shelx_estimated_absorpt_T_max   0.922
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6503
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'SADABS, Bruker (2003)'

_exptl_special_details           
; 
 Data collection is performed with three batch runs at phi = 0.00 deg 
 (650 frames), at phi = 120.00 deg (650 frames), and at phi = 240.00 deg 
 (650 frames). 
 Frame width = 0.30 deg in omega. 
 Data is merged, corrected for decay (if any), and treated with multi-scan 
 absorption corrections (if required). All symmetry-equivalent reflections 
 are merged for centrosymmetric data. 
 Friedel pairs are not merged for noncentrosymmetric data. 
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            66119
_diffrn_reflns_av_unetI/netI     0.0593
_diffrn_reflns_av_R_equivalents  0.0901
_diffrn_reflns_limit_h_min       -49
_diffrn_reflns_limit_h_max       49
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         2.247
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             9912
_reflns_number_gt                6454
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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. 
;

_computing_data_collection       'APEX II, Bruker (2009)'
_computing_cell_refinement       'APEX II, Bruker (2009)'
_computing_data_reduction        'XPREP, Bruker (2009)'
_computing_structure_solution    'SHELXS-03 (Sheldrick, 2003)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXTL, Bruker (2004)'
_computing_publication_material  'SHELXTL, Bruker (2004)'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1027P)²+51.6135P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9912
_refine_ls_number_parameters     649
_refine_ls_number_restraints     420
_refine_ls_R_factor_all          0.1241
_refine_ls_R_factor_gt           0.0788
_refine_ls_wR_factor_ref         0.2134
_refine_ls_wR_factor_gt          0.1864
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_restrained_S_all      1.004
_refine_ls_shift/su_max          0.000
_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_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 0.16353(2) 0.46241(8) 0.04629(2) 0.0292(2) Uani 1 1 d . . . . .
Co2 Co 0.09730(2) 0.48314(8) 0.20459(3) 0.0299(2) Uani 1 1 d . . . . .
O1 O 0.14126(12) 0.4760(5) 0.09421(16) 0.0478(10) Uani 1 1 d . . . . .
Cl1 Cl 0.23917(4) -0.04106(17) 0.08766(6) 0.0444(4) Uani 1 1 d D U . . .
O2 O 0.20831(13) 0.0161(6) 0.04600(18) 0.0644(14) Uani 1 1 d D U . . .
O3 O 0.27174(15) 0.0440(7) 0.0943(2) 0.0858(18) Uani 1 1 d D U . . .
O4 O 0.2469(2) -0.1838(6) 0.0800(2) 0.106(2) Uani 1 1 d D U . . .
O5 O 0.23397(15) -0.0228(7) 0.13154(18) 0.0732(16) Uani 1 1 d D U . . .
Cl2 Cl 0.14791(5) -0.01846(19) 0.31151(7) 0.0542(4) Uani 1 1 d D U . . .
O6 O 0.11245(15) 0.0397(7) 0.2816(2) 0.0906(19) Uani 1 1 d D U . . .
O7 O 0.1768(2) 0.0783(9) 0.3170(4) 0.156(4) Uani 1 1 d D U . . .
O8 O 0.1530(2) -0.1425(8) 0.2890(4) 0.154(3) Uani 1 1 d D U . . .
O9 O 0.1501(2) -0.0567(14) 0.3573(3) 0.174(4) Uani 1 1 d D U . . .
Cl3 Cl 0.04541(7) 0.4871(5) -0.10805(9) 0.1322(15) Uani 1 1 d D U . . .
O10 O 0.0664(2) 0.4410(13) -0.0598(3) 0.168(4) Uani 1 1 d D U . . .
O11 O 0.0666(3) 0.6120(11) -0.1142(3) 0.168(3) Uani 1 1 d D U . . .
O12 O 0.00912(17) 0.5288(11) -0.1153(3) 0.137(3) Uani 1 1 d D U . . .
O13 O 0.0421(3) 0.3797(11) -0.1448(3) 0.164(3) Uani 1 1 d D U . . .
N1 N 0.18584(13) 0.4536(5) -0.00989(16) 0.0358(10) Uani 1 1 d . . . . .
N2 N 0.22113(12) 0.4845(5) 0.09331(15) 0.0343(10) Uani 1 1 d . . . . .
H2C H 0.2263 0.5915 0.0986 0.041 Uiso 1 1 calc R U . . .
N3 N 0.14760(13) 0.2460(5) 0.02021(16) 0.0359(10) Uani 1 1 d . . . . .
H3C H 0.1688 0.1813 0.0416 0.043 Uiso 1 1 calc R U . . .
N4 N 0.13456(16) 0.6432(5) 0.00305(19) 0.0470(13) Uani 1 1 d . . . . .
H4C H 0.1078 0.6183 -0.0188 0.056 Uiso 0.5 1 calc R U P A 1
H4D H 0.1122 0.5940 -0.0230 0.056 Uiso 0.5 1 calc R U P B 2
N5 N 0.07482(13) 0.4946(5) 0.26084(17) 0.0388(11) Uani 1 1 d . . . . .
N6 N 0.14819(12) 0.5185(6) 0.26793(17) 0.0425(12) Uani 1 1 d . . . . .
H6C H 0.1537 0.6255 0.2699 0.051 Uiso 1 1 calc R U . . .
N7 N 0.07584(13) 0.2686(5) 0.19830(17) 0.0377(11) Uani 1 1 d . . . . .
H7C H 0.0968 0.2062 0.2215 0.045 Uiso 1 1 calc R U . . .
N8 N 0.06077(17) 0.6596(6) 0.1757(2) 0.0545(15) Uani 1 1 d . . . . .
H8B H 0.0375 0.6322 0.1458 0.065 Uiso 0.5 1 calc R U P C 1
H8C H 0.0366 0.6092 0.1547 0.065 Uiso 0.5 1 calc R U P D 2
N9 N 0.11633(11) 0.4811(5) 0.15315(15) 0.0287(9) Uani 1 1 d . . . . .
C1 C 0.22639(16) 0.4923(7) 0.0156(2) 0.0439(15) Uani 1 1 d . . . . .
H1A H 0.2293 0.5998 0.0172 0.053 Uiso 1 1 calc R U . . .
H1B H 0.2398 0.4526 -0.0030 0.053 Uiso 1 1 calc R U . . .
C2 C 0.24301(16) 0.4301(8) 0.0669(2) 0.0465(15) Uani 1 1 d . . . . .
H2A H 0.2421 0.3221 0.0654 0.056 Uiso 1 1 calc R U . . .
H2B H 0.2696 0.4605 0.0847 0.056 Uiso 1 1 calc R U . . .
C3 C 0.18086(18) 0.3036(7) -0.0298(2) 0.0449(15) Uani 1 1 d . . . . .
H3A H 0.2029 0.2435 -0.0092 0.054 Uiso 1 1 calc R U . . .
H3B H 0.1790 0.3059 -0.0638 0.054 Uiso 1 1 calc R U . . .
C4 C 0.14567(18) 0.2364(7) -0.0303(2) 0.0443(14) Uani 1 1 d . . . . .
H4A H 0.1232 0.2892 -0.0540 0.053 Uiso 1 1 calc R U . . .
H4B H 0.1437 0.1330 -0.0408 0.053 Uiso 1 1 calc R U . . .
C5 C 0.16463(18) 0.5616(7) -0.0487(2) 0.0419(14) Uani 1 1 d . . . . .
H5A H 0.1413 0.5161 -0.0733 0.050 Uiso 1 1 calc R U . . .
H5B H 0.1800 0.5927 -0.0658 0.050 Uiso 1 1 calc R U . . .
C6 C 0.1549(2) 0.6921(7) -0.0263(2) 0.0490(16) Uani 1 1 d . . . . .
H6A H 0.1781 0.7447 -0.0046 0.059 Uiso 1 1 calc R U . . .
H6B H 0.1388 0.7597 -0.0526 0.059 Uiso 1 1 calc R U . . .
C7 C 0.23485(16) 0.4162(7) 0.14336(19) 0.0388(13) Uani 1 1 d . . . . .
H7A H 0.2625 0.4060 0.1577 0.047 Uiso 1 1 calc R U . . .
H7B H 0.2240 0.3171 0.1401 0.047 Uiso 1 1 calc R U . . .
C8 C 0.20693(13) 0.4387(6) 0.20432(18) 0.0322(12) Uani 1 1 d . . . . .
H8A H 0.2009 0.3377 0.1998 0.039 Uiso 1 1 calc R U . . .
C9 C 0.22441(14) 0.5051(6) 0.17764(19) 0.0338(12) Uani 1 1 d . . . . .
C10 C 0.23291(16) 0.6525(7) 0.1846(2) 0.0416(14) Uani 1 1 d . . . . .
H10A H 0.2453 0.6984 0.1673 0.050 Uiso 1 1 calc R U . . .
C11 C 0.22344(16) 0.7332(8) 0.2165(2) 0.0499(16) Uani 1 1 d . . . . .
H11A H 0.2285 0.8350 0.2201 0.060 Uiso 1 1 calc R U . . .
C12 C 0.20652(16) 0.6662(7) 0.2434(2) 0.0465(15) Uani 1 1 d . . . . .
H12A H 0.2007 0.7219 0.2658 0.056 Uiso 1 1 calc R U . . .
C13 C 0.19820(14) 0.5193(7) 0.2375(2) 0.0394(14) Uani 1 1 d . . . . .
C14 C 0.18144(16) 0.4397(8) 0.2671(2) 0.0459(15) Uani 1 1 d . . . . .
H14A H 0.2009 0.4279 0.3014 0.055 Uiso 1 1 calc R U . . .
H14B H 0.1735 0.3411 0.2530 0.055 Uiso 1 1 calc R U . . .
C15 C 0.11317(16) 0.1869(7) 0.0222(2) 0.0411(13) Uani 1 1 d . . . . .
H15A H 0.1056 0.0962 0.0024 0.049 Uiso 1 1 calc R U . . .
H15B H 0.0925 0.2586 0.0070 0.049 Uiso 1 1 calc R U . . .
C16 C 0.08955(15) 0.1868(6) 0.0881(2) 0.0370(13) Uani 1 1 d . . . . .
H16A H 0.0668 0.2290 0.0647 0.044 Uiso 1 1 calc R U . . .
C17 C 0.11819(16) 0.1541(6) 0.0738(2) 0.0383(13) Uani 1 1 d . . . . .
C18 C 0.15120(17) 0.0932(7) 0.1091(2) 0.0464(15) Uani 1 1 d . . . . .
H18A H 0.1712 0.0709 0.1007 0.056 Uiso 1 1 calc R U . . .
C19 C 0.1551(2) 0.0650(8) 0.1561(3) 0.0553(18) Uani 1 1 d . . . . .
H19A H 0.1777 0.0227 0.1798 0.066 Uiso 1 1 calc R U . . .
C20 C 0.12644(18) 0.0977(7) 0.1691(2) 0.0468(15) Uani 1 1 d . . . . .
H20A H 0.1294 0.0777 0.2016 0.056 Uiso 1 1 calc R U . . .
C21 C 0.09364(15) 0.1588(6) 0.1355(2) 0.0369(13) Uani 1 1 d . . . . .
C22 C 0.06198(17) 0.1991(7) 0.1491(2) 0.0440(14) Uani 1 1 d . . . . .
H22A H 0.0446 0.2670 0.1239 0.053 Uiso 1 1 calc R U . . .
H22B H 0.0477 0.1099 0.1487 0.053 Uiso 1 1 calc R U . . .
C23 C 0.1374(4) 0.7766(14) 0.0403(5) 0.038(3) Uani 0.5 1 d . U P E 1
H23A H 0.1607 0.7668 0.0713 0.045 Uiso 0.5 1 calc R U P E 1
H23B H 0.1384 0.8712 0.0249 0.045 Uiso 0.5 1 calc R U P E 1
C24 C 0.10896(17) 0.7741(9) 0.1000(2) 0.034(2) Uani 0.5 1 d G U P E 1
H24A H 0.1337 0.7734 0.1260 0.041 Uiso 0.5 1 calc R U P E 1
C25 C 0.10370(19) 0.7720(10) 0.0512(3) 0.040(2) Uani 0.5 1 d G U P E 1
C26 C 0.0676(2) 0.7730(12) 0.0132(2) 0.054(3) Uani 0.5 1 d G U P E 1
H26A H 0.0640 0.7716 -0.0202 0.064 Uiso 0.5 1 calc R U P E 1
C27 C 0.03668(17) 0.7762(13) 0.0241(3) 0.067(4) Uani 0.5 1 d G U P E 1
H27A H 0.0120 0.7769 -0.0019 0.081 Uiso 0.5 1 calc R U P E 1
C28 C 0.04194(18) 0.7783(12) 0.0729(3) 0.057(3) Uani 0.5 1 d G U P E 1
H28A H 0.0208 0.7804 0.0804 0.068 Uiso 0.5 1 calc R U P E 1
C29 C 0.0781(2) 0.7772(10) 0.1109(2) 0.042(3) Uani 0.5 1 d G U P E 1
C30 C 0.0848(4) 0.7900(14) 0.1641(5) 0.039(3) Uani 0.5 1 d . U P E 1
H30A H 0.0764 0.8869 0.1702 0.047 Uiso 0.5 1 calc R U P E 1
H30B H 0.1119 0.7794 0.1860 0.047 Uiso 0.5 1 calc R U P E 1
C23' C 0.1168(5) 0.7591(16) 0.0180(5) 0.048(3) Uani 0.5 1 d . U P E 2
H23C H 0.1248 0.8576 0.0192 0.057 Uiso 0.5 1 calc R U P E 2
C24' C 0.0884(2) 0.7559(9) 0.0781(3) 0.035(2) Uani 0.5 1 d G U P E 2
H24B H 0.1101 0.8046 0.1011 0.043 Uiso 0.5 1 calc R U P E 2
C25' C 0.0854(2) 0.7199(10) 0.0316(3) 0.044(3) Uani 0.5 1 d G U P E 2
C26' C 0.0535(2) 0.6486(11) -0.0020(2) 0.060(3) Uani 0.5 1 d G U P E 2
H26B H 0.0515 0.6240 -0.0338 0.072 Uiso 0.5 1 calc R U P E 2
C27' C 0.0246(2) 0.6132(11) 0.0109(3) 0.065(4) Uani 0.5 1 d G U P E 2
H27B H 0.0029 0.5644 -0.0120 0.078 Uiso 0.5 1 calc R U P E 2
C28' C 0.0276(2) 0.6491(11) 0.0575(3) 0.055(3) Uani 0.5 1 d G U P E 2
H28B H 0.0079 0.6249 0.0663 0.066 Uiso 0.5 1 calc R U P E 2
C29' C 0.0595(2) 0.7205(9) 0.0911(2) 0.036(2) Uani 0.5 1 d G U P E 2
C30' C 0.0632(4) 0.7675(14) 0.1417(5) 0.040(3) Uani 0.5 1 d . U P E 2
H30C H 0.0671 0.8675 0.1510 0.048 Uiso 0.5 1 calc R U P E 2
C31 C 0.10561(18) 0.5440(10) 0.3073(2) 0.062(2) Uani 1 1 d . . . . .
H31A H 0.1008 0.5128 0.3356 0.074 Uiso 1 1 calc R U . . .
H31B H 0.1072 0.6520 0.3077 0.074 Uiso 1 1 calc R U . . .
C32 C 0.14251(17) 0.4786(10) 0.3118(2) 0.061(2) Uani 1 1 d . . . . .
H32A H 0.1636 0.5162 0.3419 0.073 Uiso 1 1 calc R U . . .
H32B H 0.1418 0.3710 0.3145 0.073 Uiso 1 1 calc R U . . .
C33 C 0.06136(17) 0.3486(7) 0.2657(2) 0.0462(15) Uani 1 1 d . . . . .
H33A H 0.0414 0.3577 0.2772 0.055 Uiso 1 1 calc R U . . .
H33B H 0.0823 0.2917 0.2906 0.055 Uiso 1 1 calc R U . . .
C34 C 0.04603(17) 0.2689(7) 0.2167(2) 0.0459(15) Uani 1 1 d . . . . .
H34A H 0.0393 0.1675 0.2210 0.055 Uiso 1 1 calc R U . . .
H34B H 0.0232 0.3188 0.1927 0.055 Uiso 1 1 calc R U . . .
C35 C 0.04375(17) 0.6013(7) 0.2427(2) 0.0431(14) Uani 1 1 d . . . . .
H35A H 0.0401 0.6419 0.2709 0.052 Uiso 1 1 calc R U . . .
H35B H 0.0202 0.5519 0.2204 0.052 Uiso 1 1 calc R U . . .
C36 C 0.0523(2) 0.7228(8) 0.2155(3) 0.0589(19) Uani 1 1 d . . . . .
H36A H 0.0305 0.7894 0.2010 0.071 Uiso 1 1 calc R U . . .
H36B H 0.0741 0.7796 0.2386 0.071 Uiso 1 1 calc R U . . .
C37 C 0.12883(14) 0.4784(6) 0.12403(19) 0.0310(11) Uani 1 1 d . . . . .
N10 N 0.0589(7) -0.028(3) 0.3471(9) 0.130(9) Uiso 0.5 1 d D . P F 1
C38 C 0.0444(8) -0.005(3) 0.3741(10) 0.129(9) Uiso 0.5 1 d D . P F 1
C39 C 0.0258(9) -0.016(3) 0.4059(12) 0.163(12) Uiso 0.5 1 d D . P F 1
H39A H 0.0050 -0.0858 0.3918 0.245 Uiso 0.5 1 calc R U P F 1
H39B H 0.0160 0.0798 0.4089 0.245 Uiso 0.5 1 calc R U P F 1
H39C H 0.0437 -0.0501 0.4385 0.245 Uiso 0.5 1 calc R U P F 1
N11 N 0.0146(4) -0.0158(14) 0.2728(5) 0.072(2) Uiso 0.5 1 d D . P G -2
C40 C 0.0381(4) -0.0079(19) 0.3114(6) 0.072(2) Uiso 0.5 1 d D . P G -2
C41 C 0.0682(5) 0.014(2) 0.3608(6) 0.072(2) Uiso 0.5 1 d D . P G -2
H41A H 0.0574 0.0237 0.3846 0.109 Uiso 0.5 1 calc R U P G -2
H41B H 0.0820 0.1037 0.3612 0.109 Uiso 0.5 1 calc R U P G -2
H41C H 0.0854 -0.0692 0.3698 0.109 Uiso 0.5 1 calc R U P G -2


_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 O1 1.986(4) . ?
Co1 N2 2.105(4) . ?
Co1 N4 2.110(5) . ?
Co1 N3 2.123(5) . ?
Co1 N1 2.215(4) . ?
Co2 N9 1.987(4) . ?
Co2 N8 2.088(5) . ?
Co2 N6 2.112(5) . ?
Co2 N7 2.115(5) . ?
Co2 N5 2.223(4) . ?
O1 C37 1.192(6) . ?
Cl1 O4 1.384(5) . ?
Cl1 O2 1.417(5) . ?
Cl1 O5 1.428(5) . ?
Cl1 O3 1.441(5) . ?
Cl2 O8 1.381(6) . ?
Cl2 O9 1.385(7) . ?
Cl2 O7 1.395(6) . ?
Cl2 O6 1.402(5) . ?
Cl3 O10 1.389(6) . ?
Cl3 O12 1.405(6) . ?
Cl3 O13 1.441(9) . ?
Cl3 O11 1.475(9) . ?
N1 C3 1.477(8) . ?
N1 C5 1.481(7) . ?
N1 C1 1.488(7) . ?
N2 C2 1.487(7) . ?
N2 C7 1.498(7) . ?
N3 C15 1.486(7) . ?
N3 C4 1.490(7) . ?
N4 C23' 1.445(14) . ?
N4 C6 1.492(7) . ?
N4 C23 1.627(14) . ?
N5 C33 1.468(8) . ?
N5 C31 1.472(8) . ?
N5 C35 1.476(7) . ?
N6 C32 1.475(7) . ?
N6 C14 1.505(7) . ?
N7 C22 1.481(7) . ?
N7 C34 1.499(7) . ?
N8 C30' 1.454(13) . ?
N8 C36 1.490(7) . ?
N8 C30 1.651(14) . ?
N9 C37 1.174(6) . ?
C1 C2 1.501(8) . ?
C3 C4 1.512(8) . ?
C5 C6 1.500(8) . ?
C7 C9 1.502(8) . ?
C8 C13 1.396(8) . ?
C8 C9 1.401(7) . ?
C9 C10 1.384(8) . ?
C10 C11 1.383(9) . ?
C11 C12 1.391(9) . ?
C12 C13 1.377(9) . ?
C13 C14 1.506(8) . ?
C15 C17 1.506(8) . ?
C16 C21 1.387(8) . ?
C16 C17 1.402(8) . ?
C17 C18 1.393(8) . ?
C18 C19 1.378(9) . ?
C19 C20 1.376(9) . ?
C20 C21 1.370(8) . ?
C21 C22 1.515(8) . ?
C23 C25 1.501(14) . ?
C24 C25 1.3900 . ?
C24 C29 1.3900 . ?
C25 C26 1.3900 . ?
C26 C27 1.3900 . ?
C27 C28 1.3900 . ?
C28 C29 1.3900 . ?
C29 C30 1.508(14) . ?
C23' C25' 1.507(16) . ?
C24' C25' 1.3900 . ?
C24' C29' 1.3900 . ?
C25' C26' 1.3900 . ?
C26' C27' 1.3900 . ?
C27' C28' 1.3900 . ?
C28' C29' 1.3900 . ?
C29' C30' 1.524(14) . ?
C31 C32 1.524(9) . ?
C33 C34 1.515(9) . ?
C35 C36 1.501(9) . ?
N10 C38 1.194(17) . ?
C38 C39 1.436(17) . ?
N11 C40 1.132(14) . ?
C40 C41 1.462(16) . ?

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
O1 Co1 N2 101.18(17) . . ?
O1 Co1 N4 96.07(17) . . ?
N2 Co1 N4 118.6(2) . . ?
O1 Co1 N3 99.97(18) . . ?
N2 Co1 N3 113.53(18) . . ?
N4 Co1 N3 120.6(2) . . ?
O1 Co1 N1 177.05(17) . . ?
N2 Co1 N1 81.18(17) . . ?
N4 Co1 N1 81.20(17) . . ?
N3 Co1 N1 80.58(17) . . ?
N9 Co2 N8 96.19(18) . . ?
N9 Co2 N6 99.87(17) . . ?
N8 Co2 N6 118.3(2) . . ?
N9 Co2 N7 101.08(18) . . ?
N8 Co2 N7 120.2(2) . . ?
N6 Co2 N7 114.3(2) . . ?
N9 Co2 N5 177.54(18) . . ?
N8 Co2 N5 81.38(18) . . ?
N6 Co2 N5 80.99(17) . . ?
N7 Co2 N5 80.59(17) . . ?
C37 O1 Co1 176.9(4) . . ?
O4 Cl1 O2 111.7(4) . . ?
O4 Cl1 O5 113.2(4) . . ?
O2 Cl1 O5 111.2(3) . . ?
O4 Cl1 O3 106.6(4) . . ?
O2 Cl1 O3 107.3(3) . . ?
O5 Cl1 O3 106.5(4) . . ?
O8 Cl2 O9 108.6(7) . . ?
O8 Cl2 O7 107.2(6) . . ?
O9 Cl2 O7 110.2(6) . . ?
O8 Cl2 O6 108.3(5) . . ?
O9 Cl2 O6 110.5(4) . . ?
O7 Cl2 O6 111.8(5) . . ?
O10 Cl3 O12 110.8(5) . . ?
O10 Cl3 O13 114.0(7) . . ?
O12 Cl3 O13 108.5(5) . . ?
O10 Cl3 O11 104.5(6) . . ?
O12 Cl3 O11 111.5(6) . . ?
O13 Cl3 O11 107.5(5) . . ?
C3 N1 C5 111.7(4) . . ?
C3 N1 C1 110.9(5) . . ?
C5 N1 C1 111.4(5) . . ?
C3 N1 Co1 108.4(3) . . ?
C5 N1 Co1 107.4(3) . . ?
C1 N1 Co1 106.8(3) . . ?
C2 N2 C7 110.7(4) . . ?
C2 N2 Co1 108.4(3) . . ?
C7 N2 Co1 116.9(3) . . ?
C15 N3 C4 111.9(4) . . ?
C15 N3 Co1 117.1(3) . . ?
C4 N3 Co1 108.0(3) . . ?
C23' N4 C6 114.7(7) . . ?
C6 N4 C23 106.5(6) . . ?
C23' N4 Co1 126.3(6) . . ?
C6 N4 Co1 108.2(4) . . ?
C23 N4 Co1 107.9(6) . . ?
C33 N5 C31 111.8(5) . . ?
C33 N5 C35 111.2(4) . . ?
C31 N5 C35 111.2(5) . . ?
C33 N5 Co2 108.2(3) . . ?
C31 N5 Co2 107.4(3) . . ?
C35 N5 Co2 106.8(3) . . ?
C32 N6 C14 111.4(5) . . ?
C32 N6 Co2 108.4(3) . . ?
C14 N6 Co2 114.1(4) . . ?
C22 N7 C34 111.0(4) . . ?
C22 N7 Co2 116.7(3) . . ?
C34 N7 Co2 108.2(4) . . ?
C30' N8 C36 113.9(7) . . ?
C36 N8 C30 103.6(6) . . ?
C30' N8 Co2 125.1(6) . . ?
C36 N8 Co2 108.6(4) . . ?
C30 N8 Co2 106.9(6) . . ?
C37 N9 Co2 177.6(4) . . ?
N1 C1 C2 109.7(5) . . ?
N2 C2 C1 108.8(5) . . ?
N1 C3 C4 110.1(5) . . ?
N3 C4 C3 108.8(5) . . ?
N1 C5 C6 110.3(5) . . ?
N4 C6 C5 109.4(5) . . ?
N2 C7 C9 112.0(5) . . ?
C13 C8 C9 120.8(6) . . ?
C10 C9 C8 119.0(5) . . ?
C10 C9 C7 120.8(5) . . ?
C8 C9 C7 120.3(5) . . ?
C11 C10 C9 120.3(5) . . ?
C10 C11 C12 120.4(6) . . ?
C13 C12 C11 120.2(6) . . ?
C12 C13 C8 119.3(5) . . ?
C12 C13 C14 122.5(6) . . ?
C8 C13 C14 118.1(6) . . ?
C13 C14 N6 112.6(5) . . ?
N3 C15 C17 113.3(5) . . ?
C21 C16 C17 121.5(5) . . ?
C18 C17 C16 117.7(5) . . ?
C18 C17 C15 121.9(5) . . ?
C16 C17 C15 120.4(5) . . ?
C19 C18 C17 120.7(6) . . ?
C20 C19 C18 120.4(6) . . ?
C21 C20 C19 120.8(6) . . ?
C20 C21 C16 119.1(5) . . ?
C20 C21 C22 121.9(5) . . ?
C16 C21 C22 119.0(5) . . ?
N7 C22 C21 112.3(5) . . ?
C25 C23 N4 108.8(9) . . ?
C25 C24 C29 120.0 . . ?
C24 C25 C26 120.0 . . ?
C24 C25 C23 119.1(7) . . ?
C26 C25 C23 120.9(7) . . ?
C25 C26 C27 120.0 . . ?
C28 C27 C26 120.0 . . ?
C29 C28 C27 120.0 . . ?
C28 C29 C24 120.0 . . ?
C28 C29 C30 121.3(7) . . ?
C24 C29 C30 118.6(7) . . ?
C29 C30 N8 108.2(9) . . ?
N4 C23' C25' 118.3(11) . . ?
C25' C24' C29' 120.0 . . ?
C26' C25' C24' 120.0 . . ?
C26' C25' C23' 120.5(8) . . ?
C24' C25' C23' 119.5(8) . . ?
C25' C26' C27' 120.0 . . ?
C28' C27' C26' 120.0 . . ?
C27' C28' C29' 120.0 . . ?
C28' C29' C24' 120.0 . . ?
C28' C29' C30' 121.7(7) . . ?
C24' C29' C30' 118.2(7) . . ?
N8 C30' C29' 120.1(9) . . ?
N5 C31 C32 109.3(5) . . ?
N6 C32 C31 109.2(5) . . ?
N5 C33 C34 110.6(5) . . ?
N7 C34 C33 108.1(5) . . ?
N5 C35 C36 110.3(5) . . ?
N8 C36 C35 109.2(5) . . ?
N9 C37 O1 179.5(6) . . ?
N10 C38 C39 166(3) . . ?
C41 C40 N11 176(2) . . ?

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
C3 N1 C1 C2 -81.3(6) . . . . ?
C5 N1 C1 C2 153.6(5) . . . . ?
Co1 N1 C1 C2 36.6(6) . . . . ?
C7 N2 C2 C1 175.6(5) . . . . ?
Co1 N2 C2 C1 46.1(6) . . . . ?
N1 C1 C2 N2 -56.2(7) . . . . ?
C5 N1 C3 C4 -85.5(6) . . . . ?
C1 N1 C3 C4 149.7(5) . . . . ?
Co1 N1 C3 C4 32.7(5) . . . . ?
C15 N3 C4 C3 177.8(5) . . . . ?
Co1 N3 C4 C3 47.6(5) . . . . ?
N1 C3 C4 N3 -54.3(6) . . . . ?
C3 N1 C5 C6 153.4(5) . . . . ?
C1 N1 C5 C6 -82.1(6) . . . . ?
Co1 N1 C5 C6 34.6(6) . . . . ?
C23' N4 C6 C5 -167.7(8) . . . . ?
C23 N4 C6 C5 161.2(7) . . . . ?
Co1 N4 C6 C5 45.5(6) . . . . ?
N1 C5 C6 N4 -54.5(7) . . . . ?
C2 N2 C7 C9 158.6(5) . . . . ?
Co1 N2 C7 C9 -76.6(5) . . . . ?
C13 C8 C9 C10 -0.1(7) . . . . ?
C13 C8 C9 C7 177.9(5) . . . . ?
N2 C7 C9 C10 -52.2(7) . . . . ?
N2 C7 C9 C8 129.8(5) . . . . ?
C8 C9 C10 C11 -1.5(8) . . . . ?
C7 C9 C10 C11 -179.5(5) . . . . ?
C9 C10 C11 C12 2.4(9) . . . . ?
C10 C11 C12 C13 -1.6(9) . . . . ?
C11 C12 C13 C8 0.0(8) . . . . ?
C11 C12 C13 C14 177.3(5) . . . . ?
C9 C8 C13 C12 0.8(8) . . . . ?
C9 C8 C13 C14 -176.6(5) . . . . ?
C12 C13 C14 N6 48.5(7) . . . . ?
C8 C13 C14 N6 -134.1(5) . . . . ?
C32 N6 C14 C13 -155.5(5) . . . . ?
Co2 N6 C14 C13 81.3(6) . . . . ?
C4 N3 C15 C17 163.3(5) . . . . ?
Co1 N3 C15 C17 -71.4(5) . . . . ?
C21 C16 C17 C18 -0.5(8) . . . . ?
C21 C16 C17 C15 -179.4(5) . . . . ?
N3 C15 C17 C18 -39.2(8) . . . . ?
N3 C15 C17 C16 139.7(5) . . . . ?
C16 C17 C18 C19 0.8(9) . . . . ?
C15 C17 C18 C19 179.7(6) . . . . ?
C17 C18 C19 C20 -0.5(11) . . . . ?
C18 C19 C20 C21 0.0(11) . . . . ?
C19 C20 C21 C16 0.3(9) . . . . ?
C19 C20 C21 C22 -178.6(6) . . . . ?
C17 C16 C21 C20 -0.1(8) . . . . ?
C17 C16 C21 C22 178.9(5) . . . . ?
C34 N7 C22 C21 -164.1(5) . . . . ?
Co2 N7 C22 C21 71.3(6) . . . . ?
C20 C21 C22 N7 41.9(8) . . . . ?
C16 C21 C22 N7 -137.0(5) . . . . ?
C23' N4 C23 C25 40.5(14) . . . . ?
C6 N4 C23 C25 151.4(8) . . . . ?
Co1 N4 C23 C25 -92.6(9) . . . . ?
C29 C24 C25 C26 0.0 . . . . ?
C29 C24 C25 C23 176.8(9) . . . . ?
N4 C23 C25 C24 128.4(8) . . . . ?
N4 C23 C25 C26 -54.8(10) . . . . ?
C24 C25 C26 C27 0.0 . . . . ?
C23 C25 C26 C27 -176.7(9) . . . . ?
C25 C26 C27 C28 0.0 . . . . ?
C26 C27 C28 C29 0.0 . . . . ?
C27 C28 C29 C24 0.0 . . . . ?
C27 C28 C29 C30 175.7(9) . . . . ?
C25 C24 C29 C28 0.0 . . . . ?
C25 C24 C29 C30 -175.8(9) . . . . ?
C28 C29 C30 N8 55.2(10) . . . . ?
C24 C29 C30 N8 -129.0(7) . . . . ?
C30' N8 C30 C29 -37.2(12) . . . . ?
C36 N8 C30 C29 -151.2(8) . . . . ?
Co2 N8 C30 C29 94.1(8) . . . . ?
C6 N4 C23' C25' 159.2(9) . . . . ?
C23 N4 C23' C25' -121(2) . . . . ?
Co1 N4 C23' C25' -61.0(15) . . . . ?
C29' C24' C25' C26' 0.0 . . . . ?
C29' C24' C25' C23' 179.9(9) . . . . ?
N4 C23' C25' C26' -57.8(13) . . . . ?
N4 C23' C25' C24' 122.3(10) . . . . ?
C24' C25' C26' C27' 0.0 . . . . ?
C23' C25' C26' C27' -179.9(10) . . . . ?
C25' C26' C27' C28' 0.0 . . . . ?
C26' C27' C28' C29' 0.0 . . . . ?
C27' C28' C29' C24' 0.0 . . . . ?
C27' C28' C29' C30' 177.4(9) . . . . ?
C25' C24' C29' C28' 0.0 . . . . ?
C25' C24' C29' C30' -177.5(8) . . . . ?
C36 N8 C30' C29' -161.0(9) . . . . ?
C30 N8 C30' C29' 122.8(19) . . . . ?
Co2 N8 C30' C29' 61.4(14) . . . . ?
C28' C29' C30' N8 58.4(13) . . . . ?
C24' C29' C30' N8 -124.1(10) . . . . ?
C33 N5 C31 C32 82.3(7) . . . . ?
C35 N5 C31 C32 -152.8(6) . . . . ?
Co2 N5 C31 C32 -36.2(7) . . . . ?
C14 N6 C32 C31 -172.1(6) . . . . ?
Co2 N6 C32 C31 -45.8(7) . . . . ?
N5 C31 C32 N6 56.0(8) . . . . ?
C31 N5 C33 C34 -150.9(5) . . . . ?
C35 N5 C33 C34 84.2(6) . . . . ?
Co2 N5 C33 C34 -32.8(5) . . . . ?
C22 N7 C34 C33 -176.9(5) . . . . ?
Co2 N7 C34 C33 -47.7(5) . . . . ?
N5 C33 C34 N7 54.4(6) . . . . ?
C33 N5 C35 C36 -152.9(5) . . . . ?
C31 N5 C35 C36 81.8(6) . . . . ?
Co2 N5 C35 C36 -35.1(6) . . . . ?
C30' N8 C36 C35 170.1(8) . . . . ?
C30 N8 C36 C35 -158.9(7) . . . . ?
Co2 N8 C36 C35 -45.4(7) . . . . ?
N5 C35 C36 N8 54.7(7) . . . . ?

_refine_diff_density_max         1.872
_refine_diff_density_min         -1.473
_refine_diff_density_rms         0.105

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_mm265a
_database_code_depnum_ccdc_archive 'CCDC 991209'
_audit_update_record             
;
2015-01-21 deposited with the CCDC.
2015-03-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H56 Cl2 Co2 N14 O9'
_chemical_formula_weight         1017.70

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'
Cl Cl 0.1484 0.1585 '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'

_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'

_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. 
;

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                   8.9461(4)
_cell_length_b                   29.4146(9)
_cell_length_c                   18.0171(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4741.1(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    6548
_cell_measurement_theta_min      2.54
_cell_measurement_theta_max      24.79

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      n/a
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.426
_exptl_crystal_F_000             2120
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.098
_exptl_crystal_size_min          0.061
_exptl_absorpt_coefficient_mu    0.877
_shelx_estimated_absorpt_T_min   0.837
_shelx_estimated_absorpt_T_max   0.948
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6131
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'SADABS, Bruker (2003)'

_exptl_special_details           
; 
 Data collection is performed with three batch runs at phi = 0.00 deg 
 (650 frames), at phi = 120.00 deg (650 frames), and at phi = 240.00 deg 
 (650 frames). 
 Frame width = 0.30 deg in omega. 
 Data is merged, corrected for decay (if any), and treated with multi-scan 
 absorption corrections (if required). All symmetry-equivalent reflections 
 are merged for centrosymmetric data. 
 Friedel pairs are not merged for noncentrosymmetric data. 
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            31955
_diffrn_reflns_av_unetI/netI     0.0375
_diffrn_reflns_av_R_equivalents  0.0663
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.261
_diffrn_reflns_theta_max         24.711
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.931
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.931
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.931
_reflns_number_total             4081
_reflns_number_gt                3141
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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. 
;

_computing_data_collection       'APEX II, Bruker (2009)'
_computing_cell_refinement       'APEX II, Bruker (2009)'
_computing_data_reduction        'XPREP, Bruker (2009)'
_computing_structure_solution    'SHELXS-03 (Sheldrick, 2003)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXTL, Bruker (2004)'
_computing_publication_material  'SHELXTL, Bruker (2004)'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1368P)²+37.0387P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4081
_refine_ls_number_parameters     297
_refine_ls_number_restraints     616
_refine_ls_R_factor_all          0.1368
_refine_ls_R_factor_gt           0.1130
_refine_ls_wR_factor_ref         0.3113
_refine_ls_wR_factor_gt          0.2937
_refine_ls_goodness_of_fit_ref   1.120
_refine_ls_restrained_S_all      1.091
_refine_ls_shift/su_max          0.004
_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_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 0.22961(11) 0.35682(4) 0.48929(7) 0.0418(4) Uani 1 1 d . U . . .
Cl1 Cl 0.7461(3) 0.40586(8) 0.61726(16) 0.0635(7) Uani 1 1 d D U . . .
O1 O 0.8394(13) 0.3757(4) 0.5686(7) 0.0879(16) Uani 0.64 1 d D U P A 1
O2 O 0.6012(11) 0.3873(5) 0.6141(8) 0.0879(16) Uani 0.64 1 d D U P A 1
O3 O 0.7491(13) 0.4471(4) 0.5776(8) 0.0879(16) Uani 0.64 1 d D U P A 1
O4 O 0.8322(14) 0.4080(4) 0.6825(6) 0.0879(16) Uani 0.64 1 d D U P A 1
O1' O 0.8635(18) 0.3750(6) 0.6086(14) 0.0879(16) Uani 0.36 1 d D U P A 2
O2' O 0.6202(17) 0.3830(8) 0.6473(13) 0.0879(16) Uani 0.36 1 d D U P A 2
O3' O 0.707(2) 0.4247(7) 0.5480(8) 0.0879(16) Uani 0.36 1 d D U P A 2
O4' O 0.781(2) 0.4408(6) 0.6675(10) 0.0879(16) Uani 0.36 1 d D U P A 2
N1 N 0.2276(9) 0.4321(3) 0.4925(5) 0.0609(18) Uani 1 1 d . U . . .
N2 N 0.0800(7) 0.3697(2) 0.4014(5) 0.0483(17) Uani 1 1 d . U . . .
H2C H 0.1408 0.3730 0.3552 0.058 Uiso 1 1 calc R U . . .
N3 N 0.4554(8) 0.3690(3) 0.4589(5) 0.0570(19) Uani 1 1 d . U . . .
H3C H 0.5170 0.3675 0.5052 0.068 Uiso 1 1 calc R U . . .
N4 N 0.1860(8) 0.3676(2) 0.6028(4) 0.0502(17) Uani 1 1 d . U . . .
H4C H 0.0755 0.3642 0.6093 0.060 Uiso 1 1 calc R U . . .
N5 N 0.2203(8) 0.2893(2) 0.4903(4) 0.0433(16) Uani 1 1 d . U . . .
N6 N 0.2212(9) 0.2500 0.4912(5) 0.0358(19) Uani 1 2 d S TU P . .
C1 C 0.1340(11) 0.4483(3) 0.4304(7) 0.066(2) Uani 1 1 d . U . . .
H1A H 0.1958 0.4514 0.3851 0.079 Uiso 1 1 calc R U . . .
H1B H 0.0917 0.4785 0.4425 0.079 Uiso 1 1 calc R U . . .
C2 C 0.0092(11) 0.4148(3) 0.4167(7) 0.060(2) Uani 1 1 d . U . . .
H2A H -0.0564 0.4128 0.4609 0.073 Uiso 1 1 calc R U . . .
H2B H -0.0518 0.4246 0.3738 0.073 Uiso 1 1 calc R U . . .
C3 C 0.3840(12) 0.4474(3) 0.4802(8) 0.076(3) Uani 1 1 d . U . . .
H3A H 0.3836 0.4781 0.4579 0.092 Uiso 1 1 calc R U . . .
H3B H 0.4366 0.4492 0.5285 0.092 Uiso 1 1 calc R U . . .
C4 C 0.4641(12) 0.4156(3) 0.4308(8) 0.077(3) Uani 1 1 d . U . . .
H4A H 0.4198 0.4170 0.3805 0.093 Uiso 1 1 calc R U . . .
H4B H 0.5702 0.4249 0.4270 0.093 Uiso 1 1 calc R U . . .
C5 C 0.1689(11) 0.4466(3) 0.5639(7) 0.065(2) Uani 1 1 d . U . . .
H5A H 0.0583 0.4465 0.5625 0.078 Uiso 1 1 calc R U . . .
H5B H 0.2027 0.4780 0.5748 0.078 Uiso 1 1 calc R U . . .
C6 C 0.2223(12) 0.4153(3) 0.6225(7) 0.066(2) Uani 1 1 d . U . . .
H6A H 0.1745 0.4232 0.6703 0.080 Uiso 1 1 calc R U . . .
H6B H 0.3318 0.4186 0.6284 0.080 Uiso 1 1 calc R U . . .
C7 C -0.0386(9) 0.3349(3) 0.3860(6) 0.056(2) Uani 1 1 d . U . . .
H7A H -0.1119 0.3479 0.3508 0.067 Uiso 1 1 calc R U . . .
H7B H -0.0922 0.3281 0.4328 0.067 Uiso 1 1 calc R U . . .
C8 C -0.0282(12) 0.2500 0.3810(6) 0.039(2) Uani 1 2 d S TU P . .
H8 H -0.1002 0.2500 0.4198 0.046 Uiso 1 2 calc R U P . .
C9 C 0.0217(9) 0.2910(3) 0.3541(5) 0.0456(18) Uani 1 1 d . U . . .
C10 C 0.1232(10) 0.2907(3) 0.2950(5) 0.052(2) Uani 1 1 d . U . . .
H10A H 0.1569 0.3186 0.2745 0.063 Uiso 1 1 calc R U . . .
C11 C 0.1749(16) 0.2500 0.2664(7) 0.055(3) Uani 1 2 d S TU P . .
H11 H 0.2456 0.2500 0.2271 0.066 Uiso 1 2 calc R U P . .
C12 C 0.2581(10) 0.3347(3) 0.6569(6) 0.060(2) Uani 1 1 d . U . . .
H12A H 0.3612 0.3281 0.6401 0.072 Uiso 1 1 calc R U . . .
H12B H 0.2647 0.3494 0.7062 0.072 Uiso 1 1 calc R U . . .
C13 C 0.2484(14) 0.2500 0.6516(7) 0.050(3) Uani 1 2 d S TU P . .
H13 H 0.3486 0.2500 0.6341 0.060 Uiso 1 2 calc R U P . .
C14 C 0.1757(10) 0.2914(3) 0.6642(5) 0.0510(19) Uani 1 1 d . U . . .
C15 C 0.0267(11) 0.2909(4) 0.6862(5) 0.064(2) Uani 1 1 d . U . . .
H15A H -0.0238 0.3189 0.6943 0.077 Uiso 1 1 calc R U . . .
C16 C -0.0501(18) 0.2500 0.6965(9) 0.073(4) Uani 1 2 d S TU P . .
H16 H -0.1526 0.2500 0.7103 0.087 Uiso 1 2 calc R U P . .
C17 C 0.5181(10) 0.3348(3) 0.4052(6) 0.057(2) Uani 1 1 d . U . . .
H17A H 0.4427 0.3284 0.3663 0.068 Uiso 1 1 calc R U . . .
H17B H 0.6074 0.3478 0.3807 0.068 Uiso 1 1 calc R U . . .
C18 C 0.5182(11) 0.2500 0.4113(7) 0.039(2) Uani 1 2 d S TU P . .
H18 H 0.4594 0.2500 0.3674 0.047 Uiso 1 2 calc R U P . .
C19 C 0.5601(8) 0.2914(3) 0.4426(5) 0.0459(18) Uani 1 1 d . U . . .
C20 C 0.6419(11) 0.2906(4) 0.5075(6) 0.059(2) Uani 1 1 d . U . . .
H20A H 0.6734 0.3184 0.5292 0.071 Uiso 1 1 calc R U . . .
C21 C 0.6788(17) 0.2500 0.5417(10) 0.070(4) Uani 1 2 d S TU P . .
H21 H 0.7291 0.2500 0.5882 0.084 Uiso 1 2 calc R U P . .
N7 N 0.387(3) 0.5045(12) 0.713(2) 0.070(4) Uiso 0.25 1 d D U P B 1
N8 N 0.508(3) 0.4955(12) 0.731(2) 0.070(4) Uiso 0.25 1 d D U P B 1
N9 N 0.629(3) 0.5058(12) 0.753(2) 0.070(4) Uiso 0.25 1 d D U P B 1
O5 O 0.240(2) 0.5968(8) 0.7502(14) 0.041(4) Uiso 0.25 1 d . U P C 1
H5C H 0.2382 0.5644 0.7520 0.061 Uiso 0.25 1 d R U P C 1
H5D H 0.1541 0.6097 0.7794 0.061 Uiso 0.25 1 d R U P C 1
N7' N 0.273(4) 0.5250(10) 0.705(2) 0.070(4) Uiso 0.25 1 d D U P D 2
N8' N 0.299(4) 0.5637(10) 0.721(2) 0.070(4) Uiso 0.25 1 d D U P D 2
N9' N 0.294(5) 0.5987(11) 0.750(2) 0.070(4) Uiso 0.25 1 d D U P D 2
O5' O 0.510(2) 0.5328(7) 0.7384(12) 0.041(4) Uiso 0.25 1 d . U P E 2
H5E H 0.4364 0.5098 0.7308 0.061 Uiso 0.25 1 d R U P E 2
H5F H 0.4635 0.5638 0.7373 0.061 Uiso 0.25 1 d R U P E 2


_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 N5 1.988(7) . ?
Co1 N2 2.108(7) . ?
Co1 N4 2.106(8) . ?
Co1 N3 2.123(7) . ?
Co1 N1 2.217(8) . ?
Cl1 O1' 1.398(12) . ?
Cl1 O4' 1.405(12) . ?
Cl1 O4 1.406(10) . ?
Cl1 O3 1.409(10) . ?
Cl1 O2 1.408(10) . ?
Cl1 O3' 1.410(12) . ?
Cl1 O2' 1.419(12) . ?
Cl1 O1 1.502(10) . ?
N1 C5 1.452(14) . ?
N1 C1 1.476(14) . ?
N1 C3 1.486(12) . ?
N2 C2 1.496(11) . ?
N2 C7 1.500(11) . ?
N3 C4 1.464(12) . ?
N3 C17 1.505(12) . ?
N4 C6 1.484(12) . ?
N4 C12 1.517(12) . ?
N5 N6 1.156(7) . ?
N6 N5 1.156(7) 7_565 ?
C1 C2 1.509(13) . ?
C3 C4 1.476(15) . ?
C5 C6 1.480(15) . ?
C7 C9 1.514(12) . ?
C8 C9 1.373(10) 7_565 ?
C8 C9 1.373(10) . ?
C9 C10 1.399(13) . ?
C10 C11 1.383(11) . ?
C11 C10 1.383(11) 7_565 ?
C12 C14 1.478(14) . ?
C13 C14 1.399(11) 7_565 ?
C13 C14 1.399(11) . ?
C14 C15 1.390(13) . ?
C15 C16 1.398(13) . ?
C16 C15 1.398(13) 7_565 ?
C17 C19 1.492(13) . ?
C18 C19 1.393(10) . ?
C18 C19 1.393(10) 7_565 ?
C19 C20 1.379(14) . ?
C20 C21 1.383(13) . ?
C21 C20 1.383(13) 7_565 ?
N7 N8 1.162(18) . ?
N8 N9 1.189(18) . ?
N7' N8' 1.197(17) . ?
N8' N9' 1.157(18) . ?

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
N5 Co1 N2 99.2(3) . . ?
N5 Co1 N4 97.7(3) . . ?
N2 Co1 N4 125.8(3) . . ?
N5 Co1 N3 102.2(3) . . ?
N2 Co1 N3 112.4(3) . . ?
N4 Co1 N3 113.6(3) . . ?
N5 Co1 N1 176.5(3) . . ?
N2 Co1 N1 80.5(3) . . ?
N4 Co1 N1 79.8(3) . . ?
N3 Co1 N1 81.1(3) . . ?
O1' Cl1 O4' 112.3(10) . . ?
O4 Cl1 O3 112.0(7) . . ?
O4 Cl1 O2 123.7(8) . . ?
O3 Cl1 O2 109.4(7) . . ?
O1' Cl1 O3' 110.2(15) . . ?
O4' Cl1 O3' 109.7(10) . . ?
O1' Cl1 O2' 109.4(10) . . ?
O4' Cl1 O2' 106.1(15) . . ?
O3' Cl1 O2' 109.0(10) . . ?
O4 Cl1 O1 102.1(6) . . ?
O3 Cl1 O1 101.7(9) . . ?
O2 Cl1 O1 105.0(7) . . ?
C5 N1 C1 111.8(8) . . ?
C5 N1 C3 112.6(9) . . ?
C1 N1 C3 108.9(9) . . ?
C5 N1 Co1 108.6(6) . . ?
C1 N1 Co1 107.8(6) . . ?
C3 N1 Co1 106.8(6) . . ?
C2 N2 C7 109.9(6) . . ?
C2 N2 Co1 106.8(6) . . ?
C7 N2 Co1 117.7(6) . . ?
C4 N3 C17 112.6(8) . . ?
C4 N3 Co1 107.3(6) . . ?
C17 N3 Co1 114.0(6) . . ?
C6 N4 C12 110.9(7) . . ?
C6 N4 Co1 109.5(7) . . ?
C12 N4 Co1 116.7(6) . . ?
N6 N5 Co1 177.2(7) . . ?
N5 N6 N5 178.2(12) 7_565 . ?
N1 C1 C2 109.5(8) . . ?
N2 C2 C1 107.2(7) . . ?
C4 C3 N1 110.9(9) . . ?
N3 C4 C3 111.0(10) . . ?
N1 C5 C6 109.4(8) . . ?
C5 C6 N4 110.3(9) . . ?
N2 C7 C9 113.6(7) . . ?
C9 C8 C9 122.7(12) 7_565 . ?
C8 C9 C10 118.3(9) . . ?
C8 C9 C7 119.9(9) . . ?
C10 C9 C7 121.7(8) . . ?
C11 C10 C9 120.4(10) . . ?
C10 C11 C10 119.8(13) 7_565 . ?
C14 C12 N4 113.3(8) . . ?
C14 C13 C14 120.9(12) 7_565 . ?
C15 C14 C13 118.9(10) . . ?
C15 C14 C12 120.8(9) . . ?
C13 C14 C12 120.2(8) . . ?
C14 C15 C16 121.1(11) . . ?
C15 C16 C15 118.8(14) 7_565 . ?
C19 C17 N3 112.0(8) . . ?
C19 C18 C19 121.9(12) . 7_565 ?
C20 C19 C18 118.1(9) . . ?
C20 C19 C17 122.1(9) . . ?
C18 C19 C17 119.8(9) . . ?
C19 C20 C21 121.3(11) . . ?
C20 C21 C20 119.2(15) . 7_565 ?
N7 N8 N9 152(4) . . ?
N9' N8' N7' 162(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
C5 N1 C1 C2 -86.3(10) . . . . ?
C3 N1 C1 C2 148.6(9) . . . . ?
Co1 N1 C1 C2 33.0(9) . . . . ?
C7 N2 C2 C1 -179.0(9) . . . . ?
Co1 N2 C2 C1 52.1(9) . . . . ?
N1 C1 C2 N2 -57.5(11) . . . . ?
C5 N1 C3 C4 151.5(10) . . . . ?
C1 N1 C3 C4 -83.9(12) . . . . ?
Co1 N1 C3 C4 32.4(12) . . . . ?
C17 N3 C4 C3 172.4(9) . . . . ?
Co1 N3 C4 C3 46.2(12) . . . . ?
N1 C3 C4 N3 -54.1(14) . . . . ?
C1 N1 C5 C6 156.1(8) . . . . ?
C3 N1 C5 C6 -80.9(10) . . . . ?
Co1 N1 C5 C6 37.2(9) . . . . ?
N1 C5 C6 N4 -53.6(11) . . . . ?
C12 N4 C6 C5 172.3(8) . . . . ?
Co1 N4 C6 C5 42.2(9) . . . . ?
C2 N2 C7 C9 167.7(8) . . . . ?
Co1 N2 C7 C9 -69.7(10) . . . . ?
C9 C8 C9 C10 2.5(16) 7_565 . . . ?
C9 C8 C9 C7 179.7(7) 7_565 . . . ?
N2 C7 C9 C8 135.2(9) . . . . ?
N2 C7 C9 C10 -47.7(12) . . . . ?
C8 C9 C10 C11 -2.0(14) . . . . ?
C7 C9 C10 C11 -179.1(9) . . . . ?
C9 C10 C11 C10 1.5(18) . . . 7_565 ?
C6 N4 C12 C14 152.7(9) . . . . ?
Co1 N4 C12 C14 -81.1(9) . . . . ?
C14 C13 C14 C15 -3.2(18) 7_565 . . . ?
C14 C13 C14 C12 174.6(8) 7_565 . . . ?
N4 C12 C14 C15 -57.7(12) . . . . ?
N4 C12 C14 C13 124.5(10) . . . . ?
C13 C14 C15 C16 0.8(16) . . . . ?
C12 C14 C15 C16 -177.1(11) . . . . ?
C14 C15 C16 C15 2(2) . . . 7_565 ?
C4 N3 C17 C19 159.3(8) . . . . ?
Co1 N3 C17 C19 -78.2(8) . . . . ?
C19 C18 C19 C20 -1.8(15) 7_565 . . . ?
C19 C18 C19 C17 177.3(6) 7_565 . . . ?
N3 C17 C19 C20 -46.9(11) . . . . ?
N3 C17 C19 C18 133.9(9) . . . . ?
C18 C19 C20 C21 -1.3(15) . . . . ?
C17 C19 C20 C21 179.5(11) . . . . ?
C19 C20 C21 C20 4(2) . . . 7_565 ?

_refine_diff_density_max         1.881
_refine_diff_density_min         -1.130
_refine_diff_density_rms         0.139

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_mm209a
_database_code_depnum_ccdc_archive 'CCDC 991210'
_audit_update_record             
;
2015-01-21 deposited with the CCDC.
2015-03-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C37 H58 Cl4 Co2 N8 O13'
_chemical_formula_weight         1082.57

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'
Cl Cl 0.1484 0.1585 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           40
_space_group_name_H-M_alt        'A m a 2'
_space_group_name_Hall           'A 2 -2a'

_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. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'x+1/2, -y, z'
'-x+1/2, y, z'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, z+1/2'

_cell_length_a                   24.1438(5)
_cell_length_b                   17.6734(3)
_cell_length_c                   10.6296(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4535.68(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9979
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      28.26

_exptl_crystal_description       block
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      n/a
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.585
_exptl_crystal_F_000             2248
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    1.038
_shelx_estimated_absorpt_T_min   0.868
_shelx_estimated_absorpt_T_max   0.940
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6873
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'SADABS, Bruker (2003)'

_exptl_special_details           
; 
 Data collection is performed with three batch runs at phi = 0.00 deg 
 (650 frames), at phi = 120.00 deg (650 frames), and at phi = 240.00 deg 
 (650 frames). 
 Frame width = 0.30 deg in omega. 
 Data is merged, corrected for decay (if any), and treated with multi-scan 
 absorption corrections (if required). All symmetry-equivalent reflections 
 are merged for centrosymmetric data. 
 Friedel pairs are not merged for noncentrosymmetric data. 
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            34331
_diffrn_reflns_av_unetI/netI     0.0241
_diffrn_reflns_av_R_equivalents  0.0246
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.236
_diffrn_reflns_theta_max         28.292
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_point_group_measured_fraction_full 0.980
_reflns_number_total             5604
_reflns_number_gt                5070
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.866
_reflns_Friedel_fraction_max     0.952
_reflns_Friedel_fraction_full    0.972

_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. 
;

_computing_data_collection       'APEX II, Bruker (2009)'
_computing_cell_refinement       'APEX II, Bruker (2009)'
_computing_data_reduction        'XPREP, Bruker (2009)'
_computing_structure_solution    'SHELXS-03 (Sheldrick, 2003)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXTL, Bruker (2004)'
_computing_publication_material  'SHELXTL, Bruker (2004)'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1233P)²+25.4873P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 2193 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons and Flack (2004), Acta Cryst. A60, s61). 
;
_refine_ls_abs_structure_Flack   0.033(5)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         5604
_refine_ls_number_parameters     281
_refine_ls_number_restraints     134
_refine_ls_R_factor_all          0.0619
_refine_ls_R_factor_gt           0.0563
_refine_ls_wR_factor_ref         0.1666
_refine_ls_wR_factor_gt          0.1602
_refine_ls_goodness_of_fit_ref   0.886
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.000
_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_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 0.15207(3) 0.27496(3) 0.66146(7) 0.01638(19) Uani 1 1 d . . . . .
Cl1 Cl 0.2500 0.27504(9) 0.6608(3) 0.0196(3) Uani 1 2 d S T P . .
N1 N 0.05945(17) 0.2733(2) 0.6638(7) 0.0216(8) Uani 1 1 d . . . . .
N2 N 0.13899(19) 0.2614(3) 0.8570(5) 0.0174(8) Uani 1 1 d . . . . .
H2C H 0.1663 0.2224 0.8852 0.021 Uiso 1 1 calc R U . . .
N3 N 0.1367(2) 0.3839(3) 0.5877(5) 0.0202(9) Uani 1 1 d . . . . .
H3C H 0.1625 0.4184 0.6341 0.024 Uiso 1 1 calc R U . . .
N4 N 0.1383(2) 0.1801(3) 0.5453(5) 0.0201(9) Uani 1 1 d . . . . .
H4B H 0.1648 0.1854 0.4736 0.024 Uiso 1 1 calc R U . . .
C1 C 0.0415(3) 0.2701(4) 0.7959(6) 0.0261(12) Uani 1 1 d . . . . .
H1A H 0.0049 0.2452 0.8016 0.031 Uiso 1 1 calc R U . . .
H1B H 0.0380 0.3220 0.8299 0.031 Uiso 1 1 calc R U . . .
C2 C 0.0835(2) 0.2262(3) 0.8720(6) 0.0234(11) Uani 1 1 d . . . . .
H2A H 0.0727 0.2263 0.9619 0.028 Uiso 1 1 calc R U . . .
H2B H 0.0846 0.1730 0.8428 0.028 Uiso 1 1 calc R U . . .
C3 C 0.1463(3) 0.3277(3) 0.9447(6) 0.0239(11) Uani 1 1 d . . . . .
H3A H 0.1152 0.3635 0.9333 0.029 Uiso 1 1 calc R U . . .
H3B H 0.1455 0.3096 1.0328 0.029 Uiso 1 1 calc R U . . .
C4 C 0.2500 0.3328(4) 0.9520(8) 0.0218(15) Uani 1 2 d S T P . .
H4A H 0.2500 0.2853 0.9936 0.026 Uiso 1 2 calc R U P . .
C5 C 0.1999(3) 0.3681(4) 0.9210(6) 0.0227(13) Uani 1 1 d . . . . .
C6 C 0.2004(3) 0.4380(4) 0.8631(6) 0.0258(12) Uani 1 1 d . . . . .
H6A H 0.1663 0.4620 0.8430 0.031 Uiso 1 1 calc R U . . .
C7 C 0.2500 0.4738(5) 0.8336(8) 0.0267(17) Uani 1 2 d S T P . .
H7A H 0.2500 0.5220 0.7940 0.032 Uiso 1 2 calc R U P . .
C8 C 0.0400(2) 0.3424(4) 0.5990(6) 0.0253(12) Uani 1 1 d . . . . .
H8A H 0.0024 0.3556 0.6287 0.030 Uiso 1 1 calc R U . . .
H8B H 0.0382 0.3333 0.5072 0.030 Uiso 1 1 calc R U . . .
C9 C 0.0797(2) 0.4079(4) 0.6263(6) 0.0253(12) Uani 1 1 d . . . . .
H9A H 0.0684 0.4534 0.5785 0.030 Uiso 1 1 calc R U . . .
H9B H 0.0791 0.4204 0.7171 0.030 Uiso 1 1 calc R U . . .
C10 C 0.1459(2) 0.4009(3) 0.4512(6) 0.0222(11) Uani 1 1 d . . . . .
H10A H 0.1456 0.4564 0.4387 0.027 Uiso 1 1 calc R U . . .
H10B H 0.1150 0.3793 0.4016 0.027 Uiso 1 1 calc R U . . .
C11 C 0.2500 0.4011(5) 0.4412(7) 0.0215(15) Uani 1 2 d S T P . .
H11A H 0.2500 0.4449 0.4931 0.026 Uiso 1 2 calc R U P . .
C12 C 0.1999(3) 0.3691(4) 0.4033(6) 0.0213(13) Uani 1 1 d . . . . .
C13 C 0.2002(3) 0.3070(4) 0.3238(6) 0.0260(12) Uani 1 1 d . . . . .
H13A H 0.1662 0.2856 0.2964 0.031 Uiso 1 1 calc R U . . .
C14 C 0.2500 0.2762(5) 0.2841(9) 0.0294(18) Uani 1 2 d S T P . .
H14A H 0.2500 0.2337 0.2294 0.035 Uiso 1 2 calc R U P . .
C15 C 0.0416(3) 0.2039(4) 0.5947(6) 0.0275(12) Uani 1 1 d . . . . .
H15A H 0.0040 0.2115 0.5595 0.033 Uiso 1 1 calc R U . . .
H15B H 0.0403 0.1603 0.6531 0.033 Uiso 1 1 calc R U . . .
C16 C 0.0822(3) 0.1881(3) 0.4895(6) 0.0248(12) Uani 1 1 d . . . . .
H16A H 0.0717 0.1409 0.4452 0.030 Uiso 1 1 calc R U . . .
H16B H 0.0818 0.2302 0.4281 0.030 Uiso 1 1 calc R U . . .
C17 C 0.1464(2) 0.1013(3) 0.5954(6) 0.0232(11) Uani 1 1 d . . . . .
H17A H 0.1153 0.0884 0.6521 0.028 Uiso 1 1 calc R U . . .
H17B H 0.1461 0.0650 0.5245 0.028 Uiso 1 1 calc R U . . .
C18 C 0.2500 0.0937(5) 0.6022(8) 0.0244(16) Uani 1 2 d S T P . .
H18A H 0.2500 0.0932 0.5128 0.029 Uiso 1 2 calc R U P . .
C19 C 0.2001(2) 0.0940(3) 0.6659(7) 0.0225(10) Uani 1 1 d . . . . .
C20 C 0.2005(3) 0.0904(3) 0.7979(6) 0.0260(12) Uani 1 1 d . . . . .
H20A H 0.1664 0.0888 0.8427 0.031 Uiso 1 1 calc R U . . .
C21 C 0.2500 0.0891(5) 0.8628(8) 0.0276(17) Uani 1 2 d S T P . .
H21A H 0.2500 0.0873 0.9521 0.033 Uiso 1 2 calc R U P . .
Cl2 Cl 0.85539(7) 0.87757(10) 0.1702(2) 0.0423(4) Uani 1 1 d D . . . .
O1 O 0.8323(8) 0.8799(12) 0.2888(13) 0.0423(4) Uani 0.5 1 d D . P A 1
O2 O 0.8294(7) 0.8337(7) 0.0787(10) 0.0423(4) Uani 0.5 1 d D . P A 1
O3 O 0.8752(5) 0.9449(5) 0.1269(9) 0.0423(4) Uani 0.5 1 d D . P A 1
O4 O 0.9046(4) 0.8214(5) 0.1864(9) 0.0423(4) Uani 0.5 1 d D . P A 1
O1' O 0.8283(8) 0.8748(12) 0.2935(13) 0.0423(4) Uani 0.5 1 d D . P A 2
O2' O 0.8237(6) 0.8221(7) 0.0970(10) 0.0423(4) Uani 0.5 1 d D . P A 2
O3' O 0.8349(5) 0.9510(6) 0.1120(10) 0.0423(4) Uani 0.5 1 d D . P A 2
O4' O 0.9118(4) 0.8810(6) 0.1828(9) 0.0423(4) Uani 0.5 1 d D . P A 2
Cl3 Cl 0.0000 0.5000 0.2835(3) 0.0587(8) Uani 1 2 d DS T P . .
O5 O -0.0020(6) 0.4327(7) 0.3573(11) 0.0587(8) Uani 0.5 1 d D . P B -1
O6 O 0.0303(5) 0.4819(7) 0.1682(11) 0.0587(8) Uani 0.5 1 d D . P B -1
O7 O 0.0332(6) 0.5492(8) 0.3514(12) 0.0587(8) Uani 0.5 1 d D . P B -1
O8 O -0.0495(5) 0.5165(8) 0.2253(13) 0.0587(8) Uani 0.5 1 d D . P B -1
C22 C 0.0047(11) 0.0082(13) 0.3767(14) 0.050(4) Uiso 0.5 1 d D . P C -1
H22A H -0.0217 0.0331 0.4330 0.076 Uiso 0.5 1 calc R U P C -1
H22B H -0.0149 -0.0117 0.3031 0.076 Uiso 0.5 1 calc R U P C -1
H22C H 0.0327 0.0449 0.3492 0.076 Uiso 0.5 1 calc R U P C -1
O9 O 0.0312(6) -0.0525(8) 0.4417(15) 0.063(4) Uiso 0.5 1 d D . P C -1
H9C H 0.0308 -0.0437 0.5193 0.095 Uiso 0.5 1 calc R U P C -1


_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 N4 2.108(5) . ?
Co1 N3 2.112(5) . ?
Co1 N2 2.116(5) . ?
Co1 N1 2.236(4) . ?
Co1 Cl1 2.3645(6) . ?
Cl1 Co1 2.3644(6) 4 ?
N1 C1 1.471(9) . ?
N1 C8 1.480(8) . ?
N1 C15 1.492(8) . ?
N2 C2 1.487(7) . ?
N2 C3 1.508(7) . ?
N3 C9 1.498(7) . ?
N3 C10 1.498(8) . ?
N4 C16 1.484(8) . ?
N4 C17 1.504(8) . ?
C1 C2 1.510(9) . ?
C3 C5 1.498(9) . ?
C4 C5 1.401(8) . ?
C4 C5 1.401(8) 4 ?
C5 C6 1.379(9) . ?
C6 C7 1.391(8) . ?
C7 C6 1.391(8) 4 ?
C8 C9 1.530(9) . ?
C10 C12 1.510(8) . ?
C11 C12 1.394(8) 4 ?
C11 C12 1.394(8) . ?
C12 C13 1.385(9) . ?
C13 C14 1.386(8) . ?
C14 C13 1.386(8) 4 ?
C15 C16 1.513(9) . ?
C17 C19 1.502(8) . ?
C18 C19 1.382(7) 4 ?
C18 C19 1.382(7) . ?
C19 C20 1.404(10) . ?
C20 C21 1.381(8) . ?
C21 C20 1.381(8) 4 ?
Cl2 O3 1.362(9) . ?
Cl2 O4' 1.370(9) . ?
Cl2 O1 1.379(11) . ?
Cl2 O2 1.393(10) . ?
Cl2 O1' 1.466(11) . ?
Cl2 O2' 1.466(10) . ?
Cl2 O3' 1.521(10) . ?
Cl2 O4 1.558(10) . ?
Cl3 O8 1.378(11) . ?
Cl3 O7 1.386(10) . ?
Cl3 O5 1.426(11) . ?
Cl3 O6 1.463(11) . ?
C22 O9 1.43(2) . ?

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
N4 Co1 N3 118.67(19) . . ?
N4 Co1 N2 117.51(19) . . ?
N3 Co1 N2 116.19(18) . . ?
N4 Co1 N1 80.7(2) . . ?
N3 Co1 N1 80.86(18) . . ?
N2 Co1 N1 80.7(2) . . ?
N4 Co1 Cl1 99.03(14) . . ?
N3 Co1 Cl1 100.00(14) . . ?
N2 Co1 Cl1 98.75(15) . . ?
N1 Co1 Cl1 179.12(16) . . ?
Co1 Cl1 Co1 179.67(14) 4 . ?
C1 N1 C8 112.5(5) . . ?
C1 N1 C15 110.7(5) . . ?
C8 N1 C15 111.0(6) . . ?
C1 N1 Co1 107.8(4) . . ?
C8 N1 Co1 107.5(3) . . ?
C15 N1 Co1 107.1(4) . . ?
C2 N2 C3 111.5(4) . . ?
C2 N2 Co1 106.7(3) . . ?
C3 N2 Co1 120.1(3) . . ?
C9 N3 C10 110.1(5) . . ?
C9 N3 Co1 108.5(4) . . ?
C10 N3 Co1 121.1(4) . . ?
C16 N4 C17 110.4(4) . . ?
C16 N4 Co1 107.6(3) . . ?
C17 N4 Co1 120.5(4) . . ?
N1 C1 C2 109.5(5) . . ?
N2 C2 C1 109.4(5) . . ?
C5 C3 N2 111.6(5) . . ?
C5 C4 C5 119.5(8) . 4 ?
C6 C5 C4 119.7(6) . . ?
C6 C5 C3 120.6(6) . . ?
C4 C5 C3 119.6(6) . . ?
C5 C6 C7 121.0(6) . . ?
C6 C7 C6 118.9(8) . 4 ?
N1 C8 C9 109.8(5) . . ?
N3 C9 C8 108.0(5) . . ?
N3 C10 C12 112.3(5) . . ?
C12 C11 C12 120.3(8) 4 . ?
C13 C12 C11 119.6(6) . . ?
C13 C12 C10 120.3(6) . . ?
C11 C12 C10 120.1(6) . . ?
C12 C13 C14 120.0(6) . . ?
C13 C14 C13 120.4(8) 4 . ?
N1 C15 C16 109.2(5) . . ?
N4 C16 C15 108.3(5) . . ?
C19 C17 N4 111.7(4) . . ?
C19 C18 C19 121.3(8) 4 . ?
C18 C19 C20 118.9(6) . . ?
C18 C19 C17 120.5(7) . . ?
C20 C19 C17 120.5(6) . . ?
C21 C20 C19 120.4(6) . . ?
C20 C21 C20 120.0(8) 4 . ?
O3 Cl2 O1 115.1(9) . . ?
O3 Cl2 O2 114.1(6) . . ?
O1 Cl2 O2 118.2(8) . . ?
O4' Cl2 O1' 111.0(9) . . ?
O4' Cl2 O2' 126.9(8) . . ?
O1' Cl2 O2' 102.6(7) . . ?
O4' Cl2 O3' 109.0(6) . . ?
O1' Cl2 O3' 104.3(10) . . ?
O2' Cl2 O3' 100.6(7) . . ?
O3 Cl2 O4 109.0(6) . . ?
O1 Cl2 O4 103.1(10) . . ?
O2 Cl2 O4 93.8(8) . . ?
O8 Cl3 O7 127.1(8) . . ?
O8 Cl3 O5 113.2(7) . . ?
O7 Cl3 O5 104.9(7) . . ?
O8 Cl3 O6 96.0(10) . . ?
O7 Cl3 O6 106.5(7) . . ?
O5 Cl3 O6 107.2(7) . . ?

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
C8 N1 C1 C2 -150.6(5) . . . . ?
C15 N1 C1 C2 84.6(6) . . . . ?
Co1 N1 C1 C2 -32.3(5) . . . . ?
C3 N2 C2 C1 82.8(6) . . . . ?
Co1 N2 C2 C1 -50.1(5) . . . . ?
N1 C1 C2 N2 56.3(6) . . . . ?
C2 N2 C3 C5 -174.3(5) . . . . ?
Co1 N2 C3 C5 -48.5(6) . . . . ?
C5 C4 C5 C6 -1.5(12) 4 . . . ?
C5 C4 C5 C3 175.2(4) 4 . . . ?
N2 C3 C5 C6 106.9(6) . . . . ?
N2 C3 C5 C4 -69.7(8) . . . . ?
C4 C5 C6 C7 0.6(10) . . . . ?
C3 C5 C6 C7 -176.0(6) . . . . ?
C5 C6 C7 C6 0.2(12) . . . 4 ?
C1 N1 C8 C9 83.6(6) . . . . ?
C15 N1 C8 C9 -151.7(5) . . . . ?
Co1 N1 C8 C9 -34.9(6) . . . . ?
C10 N3 C9 C8 87.0(6) . . . . ?
Co1 N3 C9 C8 -47.6(5) . . . . ?
N1 C8 C9 N3 55.8(6) . . . . ?
C9 N3 C10 C12 -172.9(5) . . . . ?
Co1 N3 C10 C12 -44.9(6) . . . . ?
C12 C11 C12 C13 -2.5(12) 4 . . . ?
C12 C11 C12 C10 176.1(4) 4 . . . ?
N3 C10 C12 C13 107.6(7) . . . . ?
N3 C10 C12 C11 -71.0(8) . . . . ?
C11 C12 C13 C14 1.2(10) . . . . ?
C10 C12 C13 C14 -177.4(7) . . . . ?
C12 C13 C14 C13 0.1(13) . . . 4 ?
C1 N1 C15 C16 -151.0(5) . . . . ?
C8 N1 C15 C16 83.3(6) . . . . ?
Co1 N1 C15 C16 -33.8(6) . . . . ?
C17 N4 C16 C15 82.6(6) . . . . ?
Co1 N4 C16 C15 -50.8(5) . . . . ?
N1 C15 C16 N4 57.2(6) . . . . ?
C16 N4 C17 C19 -173.3(5) . . . . ?
Co1 N4 C17 C19 -46.8(6) . . . . ?
C19 C18 C19 C20 -3.6(11) 4 . . . ?
C19 C18 C19 C17 174.0(5) 4 . . . ?
N4 C17 C19 C18 -72.4(7) . . . . ?
N4 C17 C19 C20 105.1(6) . . . . ?
C18 C19 C20 C21 2.2(9) . . . . ?
C17 C19 C20 C21 -175.4(6) . . . . ?
C19 C20 C21 C20 -0.8(12) . . . 4 ?

_refine_diff_density_max         1.166
_refine_diff_density_min         -2.024
_refine_diff_density_rms         0.109

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_mm237a
_database_code_depnum_ccdc_archive 'CCDC 991211'
_audit_update_record             
;
2015-01-21 deposited with the CCDC.
2015-03-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C37 H58 Br Cl3 Co2 N8 O13'
_chemical_formula_weight         1127.03

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           40
_space_group_name_H-M_alt        'A m a 2'
_space_group_name_Hall           'A 2 -2a'

_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. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'x+1/2, -y, z'
'-x+1/2, y, z'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, z+1/2'

_cell_length_a                   24.3318(7)
_cell_length_b                   17.6327(5)
_cell_length_c                   10.6002(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4547.9(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9397
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      28.31

_exptl_crystal_description       plate
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      n/a
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.646
_exptl_crystal_F_000             2320
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    1.855
_shelx_estimated_absorpt_T_min   0.719
_shelx_estimated_absorpt_T_max   0.946
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6190
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'SADABS, Bruker (2003)'

_exptl_special_details           
; 
 Data collection is performed with three batch runs at phi = 0.00 deg 
 (650 frames), at phi = 120.00 deg (650 frames), and at phi = 240.00 deg 
 (650 frames). 
 Frame width = 0.30 deg in omega. 
 Data is merged, corrected for decay (if any), and treated with multi-scan 
 absorption corrections (if required). All symmetry-equivalent reflections 
 are merged for centrosymmetric data. 
 Friedel pairs are not merged for noncentrosymmetric data. 
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            36867
_diffrn_reflns_av_unetI/netI     0.0286
_diffrn_reflns_av_R_equivalents  0.0306
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.674
_diffrn_reflns_theta_max         28.324
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             5719
_reflns_number_gt                4888
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.903
_reflns_Friedel_fraction_max     0.995
_reflns_Friedel_fraction_full    0.993

_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. 
;

_computing_data_collection       'APEX II, Bruker (2009)'
_computing_cell_refinement       'APEX II, Bruker (2009)'
_computing_data_reduction        'XPREP, Bruker (2009)'
_computing_structure_solution    'SHELXS-03 (Sheldrick, 2003)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXTL, Bruker (2004)'
_computing_publication_material  'SHELXTL, Bruker (2004)'

_refine_special_details          
; 
 Refined as a 2-component inversion twin. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1197P)²+26.6557P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Refined as an inversion twin. 
;
_refine_ls_abs_structure_Flack   0.13(2)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         5719
_refine_ls_number_parameters     286
_refine_ls_number_restraints     32
_refine_ls_R_factor_all          0.0687
_refine_ls_R_factor_gt           0.0585
_refine_ls_wR_factor_ref         0.1753
_refine_ls_wR_factor_gt          0.1639
_refine_ls_goodness_of_fit_ref   0.957
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.000
_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_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
Br1 Br 0.2500 0.22465(5) 0.07392(10) 0.0221(2) Uani 1 2 d S T P . .
Co1 Co 0.14959(3) 0.22479(4) 0.07205(8) 0.0165(2) Uani 1 1 d . . . . .
Cl1 Cl 0.14239(9) 0.37561(13) 0.5623(2) 0.0424(4) Uani 1 1 d D . . . .
Cl2 Cl 0.5000 0.0000 0.4522(4) 0.0507(8) Uani 1 2 d S T P . .
O1 O 0.1682(3) 0.3772(4) 0.4411(6) 0.0424(4) Uani 1 1 d D . . . .
O2 O 0.1718(3) 0.3259(4) 0.6452(6) 0.0424(4) Uani 1 1 d D . . . .
O3 O 0.1640(6) 0.4494(6) 0.6117(12) 0.0424(4) Uani 0.5 1 d D . P A 1
O4 O 0.0869(4) 0.3670(7) 0.5512(11) 0.0424(4) Uani 0.5 1 d D . P A 1
O3' O 0.1411(6) 0.4501(6) 0.6300(11) 0.0424(4) Uani 0.5 1 d D . P A 2
O4' O 0.0944(5) 0.3166(7) 0.5426(11) 0.0424(4) Uani 0.5 1 d D . P A 2
O5 O 0.5213(10) 0.0575(10) 0.3819(15) 0.175(9) Uani 1 1 d . . . . .
O6 O 0.4611(8) 0.0278(16) 0.532(2) 0.185(10) Uani 1 1 d . . . . .
N1 N 0.0588(2) 0.2270(3) 0.0696(8) 0.0205(10) Uani 1 1 d . . . . .
N2 N 0.1382(2) 0.2359(3) -0.1247(5) 0.0186(11) Uani 1 1 d . . . . .
H2C H 0.1651 0.2753 -0.1526 0.022 Uiso 1 1 calc R U . . .
N3 N 0.1378(2) 0.3218(3) 0.1860(6) 0.0204(11) Uani 1 1 d . . . . .
H3C H 0.1637 0.3162 0.2586 0.024 Uiso 1 1 calc R U . . .
N4 N 0.1361(2) 0.1152(3) 0.1501(6) 0.0212(11) Uani 1 1 d . . . . .
H4C H 0.1612 0.0805 0.1025 0.025 Uiso 1 1 calc R U . . .
C1 C 0.0412(3) 0.2261(4) -0.0630(7) 0.0250(14) Uani 1 1 d . . . . .
H1A H 0.0043 0.2495 -0.0706 0.030 Uiso 1 1 calc R U . . .
H1B H 0.0388 0.1731 -0.0934 0.030 Uiso 1 1 calc R U . . .
C2 C 0.0827(3) 0.2705(4) -0.1434(8) 0.0266(15) Uani 1 1 d . . . . .
H2A H 0.0722 0.2680 -0.2335 0.032 Uiso 1 1 calc R U . . .
H2B H 0.0833 0.3244 -0.1173 0.032 Uiso 1 1 calc R U . . .
C3 C 0.0420(3) 0.2980(5) 0.1361(8) 0.0282(15) Uani 1 1 d . . . . .
H3A H 0.0046 0.2916 0.1711 0.034 Uiso 1 1 calc R U . . .
H3B H 0.0411 0.3405 0.0752 0.034 Uiso 1 1 calc R U . . .
C4 C 0.0813(3) 0.3161(5) 0.2405(7) 0.0268(15) Uani 1 1 d . . . . .
H4A H 0.0710 0.3647 0.2808 0.032 Uiso 1 1 calc R U . . .
H4B H 0.0802 0.2758 0.3054 0.032 Uiso 1 1 calc R U . . .
C5 C 0.0394(3) 0.1594(4) 0.1386(7) 0.0253(14) Uani 1 1 d . . . . .
H5A H 0.0018 0.1460 0.1108 0.030 Uiso 1 1 calc R U . . .
H5B H 0.0384 0.1701 0.2303 0.030 Uiso 1 1 calc R U . . .
C6 C 0.0791(3) 0.0924(5) 0.1122(7) 0.0259(14) Uani 1 1 d . . . . .
H6A H 0.0674 0.0473 0.1609 0.031 Uiso 1 1 calc R U . . .
H6B H 0.0783 0.0794 0.0214 0.031 Uiso 1 1 calc R U . . .
C7 C 0.1465(3) 0.1694(4) -0.2122(6) 0.0226(14) Uani 1 1 d . . . . .
H7A H 0.1158 0.1330 -0.2016 0.027 Uiso 1 1 calc R U . . .
H7B H 0.1461 0.1874 -0.3007 0.027 Uiso 1 1 calc R U . . .
C8 C 0.2500 0.1634(6) -0.2208(8) 0.0209(18) Uani 1 2 d S T P . .
H8A H 0.2500 0.2093 -0.2678 0.025 Uiso 1 2 calc R U P . .
C9 C 0.1997(3) 0.1299(5) -0.1865(8) 0.0248(18) Uani 1 1 d . . . . .
C10 C 0.2009(3) 0.0602(4) -0.1262(7) 0.0233(14) Uani 1 1 d . . . . .
H10A H 0.1673 0.0360 -0.1045 0.028 Uiso 1 1 calc R U . . .
C11 C 0.2500 0.0257(6) -0.0971(10) 0.030(2) Uani 1 2 d S T P . .
H11A H 0.2500 -0.0224 -0.0567 0.036 Uiso 1 2 calc R U P . .
C12 C 0.1469(3) 0.4006(4) 0.1348(8) 0.0244(14) Uani 1 1 d . . . . .
H12A H 0.1163 0.4138 0.0771 0.029 Uiso 1 1 calc R U . . .
H12B H 0.1466 0.4373 0.2054 0.029 Uiso 1 1 calc R U . . .
C13 C 0.2500 0.4083(6) 0.1279(9) 0.0195(18) Uani 1 2 d S T P . .
H13A H 0.2500 0.4103 0.2175 0.023 Uiso 1 2 calc R U P . .
C14 C 0.2004(2) 0.4068(3) 0.0650(9) 0.0204(12) Uani 1 1 d . . . . .
C15 C 0.2004(3) 0.4077(4) -0.0672(7) 0.0225(14) Uani 1 1 d . . . . .
H15A H 0.1667 0.4083 -0.1123 0.027 Uiso 1 1 calc R U . . .
C16 C 0.2500 0.4078(6) -0.1318(9) 0.026(2) Uani 1 2 d S T P . .
H16A H 0.2500 0.4078 -0.2215 0.032 Uiso 1 2 calc R U P . .
C17 C 0.1463(3) 0.0987(5) 0.2856(7) 0.0237(14) Uani 1 1 d . . . . .
H17A H 0.1458 0.0431 0.2985 0.028 Uiso 1 1 calc R U . . .
H17B H 0.1160 0.1207 0.3362 0.028 Uiso 1 1 calc R U . . .
C18 C 0.2500 0.0967(5) 0.2941(9) 0.0196(18) Uani 1 2 d S T P . .
H18A H 0.2500 0.0527 0.2423 0.023 Uiso 1 2 calc R U P . .
C19 C 0.2005(3) 0.1299(5) 0.3332(8) 0.0186(15) Uani 1 1 d . . . . .
C20 C 0.2007(3) 0.1939(5) 0.4116(7) 0.0250(15) Uani 1 1 d . . . . .
H20A H 0.1671 0.2156 0.4390 0.030 Uiso 1 1 calc R U . . .
C21 C 0.2500 0.2251(7) 0.4485(11) 0.033(2) Uani 1 2 d S T P . .
H21A H 0.2500 0.2690 0.5005 0.040 Uiso 1 2 calc R U P . .
C22 C 0.505(3) -0.003(3) 0.8610(19) 0.064(4) Uani 0.5 1 d D . P B -1
H22A H 0.5218 0.0229 0.9330 0.096 Uiso 0.5 1 calc R U P B -1
H22B H 0.5338 -0.0208 0.8036 0.096 Uiso 0.5 1 calc R U P B -1
H22C H 0.4836 -0.0467 0.8912 0.096 Uiso 0.5 1 calc R U P B -1
O8 O 0.4688(8) 0.0490(9) 0.7947(17) 0.064(4) Uani 0.5 1 d D . P B -1
H8B H 0.4815 0.0575 0.7223 0.096 Uiso 0.5 1 calc R U P B -1


_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
Br1 Co1 2.4432(7) . ?
Br1 Co1 2.4432(7) 4 ?
Co1 N2 2.113(6) . ?
Co1 N3 2.114(6) . ?
Co1 N4 2.128(6) . ?
Co1 N1 2.209(5) . ?
Cl1 O4 1.363(10) . ?
Cl1 O1 1.430(6) . ?
Cl1 O2 1.433(6) . ?
Cl1 O3' 1.497(11) . ?
Cl1 O3 1.498(11) . ?
Cl1 O4' 1.577(13) . ?
Cl2 O5 1.361(12) 2_655 ?
Cl2 O5 1.361(12) . ?
Cl2 O6 1.364(18) 2_655 ?
Cl2 O6 1.364(18) . ?
N1 C1 1.470(12) . ?
N1 C5 1.477(9) . ?
N1 C3 1.492(10) . ?
N2 C2 1.494(9) . ?
N2 C7 1.509(9) . ?
N3 C4 1.493(9) . ?
N3 C12 1.507(10) . ?
N4 C17 1.486(9) . ?
N4 C6 1.499(8) . ?
C1 C2 1.536(10) . ?
C3 C4 1.498(11) . ?
C5 C6 1.550(11) . ?
C7 C9 1.494(11) . ?
C8 C9 1.407(10) . ?
C8 C9 1.407(10) 4 ?
C9 C10 1.386(12) . ?
C10 C11 1.376(9) . ?
C11 C10 1.376(9) 4 ?
C12 C14 1.503(10) . ?
C13 C14 1.378(8) . ?
C13 C14 1.378(8) 4 ?
C14 C15 1.402(12) . ?
C15 C16 1.387(8) . ?
C16 C15 1.387(8) 4 ?
C17 C19 1.516(9) . ?
C18 C19 1.403(8) . ?
C18 C19 1.403(9) 4 ?
C19 C20 1.401(11) . ?
C20 C21 1.376(9) . ?
C21 C20 1.376(9) 4 ?
C22 O8 1.45(2) . ?

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
Co1 Br1 Co1 179.06(6) . 4 ?
N2 Co1 N3 118.1(2) . . ?
N2 Co1 N4 116.6(2) . . ?
N3 Co1 N4 119.5(2) . . ?
N2 Co1 N1 81.7(3) . . ?
N3 Co1 N1 81.7(2) . . ?
N4 Co1 N1 82.3(2) . . ?
N2 Co1 Br1 98.04(16) . . ?
N3 Co1 Br1 97.61(16) . . ?
N4 Co1 Br1 98.64(16) . . ?
N1 Co1 Br1 179.01(14) . . ?
O4 Cl1 O1 111.0(5) . . ?
O4 Cl1 O2 118.7(6) . . ?
O1 Cl1 O2 110.1(4) . . ?
O1 Cl1 O3' 115.0(6) . . ?
O2 Cl1 O3' 104.7(6) . . ?
O4 Cl1 O3 118.3(7) . . ?
O1 Cl1 O3 98.2(6) . . ?
O2 Cl1 O3 98.1(6) . . ?
O1 Cl1 O4' 102.6(5) . . ?
O2 Cl1 O4' 92.7(6) . . ?
O3' Cl1 O4' 128.8(7) . . ?
O5 Cl2 O5 113.6(14) 2_655 . ?
O5 Cl2 O6 109.7(17) 2_655 2_655 ?
O5 Cl2 O6 110.1(15) . 2_655 ?
O5 Cl2 O6 110.1(15) 2_655 . ?
O5 Cl2 O6 109.8(16) . . ?
O6 Cl2 O6 103(2) 2_655 . ?
C1 N1 C5 111.8(5) . . ?
C1 N1 C3 112.4(6) . . ?
C5 N1 C3 110.8(7) . . ?
C1 N1 Co1 107.6(5) . . ?
C5 N1 Co1 107.4(4) . . ?
C3 N1 Co1 106.5(4) . . ?
C2 N2 C7 111.0(5) . . ?
C2 N2 Co1 106.7(4) . . ?
C7 N2 Co1 121.1(4) . . ?
C4 N3 C12 109.6(5) . . ?
C4 N3 Co1 107.0(4) . . ?
C12 N3 Co1 121.3(5) . . ?
C17 N4 C6 111.1(5) . . ?
C17 N4 Co1 121.8(5) . . ?
C6 N4 Co1 106.4(4) . . ?
N1 C1 C2 109.5(6) . . ?
N2 C2 C1 108.2(6) . . ?
N1 C3 C4 110.7(6) . . ?
N3 C4 C3 108.4(6) . . ?
N1 C5 C6 109.1(6) . . ?
N4 C6 C5 108.9(6) . . ?
C9 C7 N2 111.5(6) . . ?
C9 C8 C9 120.9(10) . 4 ?
C10 C9 C8 118.2(7) . . ?
C10 C9 C7 121.0(7) . . ?
C8 C9 C7 120.7(8) . . ?
C11 C10 C9 120.9(7) . . ?
C10 C11 C10 120.5(10) . 4 ?
C14 C12 N3 111.9(5) . . ?
C14 C13 C14 122.1(10) . 4 ?
C13 C14 C15 118.9(6) . . ?
C13 C14 C12 121.5(8) . . ?
C15 C14 C12 119.5(6) . . ?
C16 C15 C14 119.6(6) . . ?
C15 C16 C15 120.8(9) . 4 ?
N4 C17 C19 113.3(6) . . ?
C19 C18 C19 118.4(9) . 4 ?
C20 C19 C18 120.6(7) . . ?
C20 C19 C17 119.6(6) . . ?
C18 C19 C17 119.8(7) . . ?
C21 C20 C19 119.6(7) . . ?
C20 C21 C20 121.2(10) . 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
C5 N1 C1 C2 -152.0(6) . . . . ?
C3 N1 C1 C2 82.7(7) . . . . ?
Co1 N1 C1 C2 -34.2(6) . . . . ?
C7 N2 C2 C1 85.0(7) . . . . ?
Co1 N2 C2 C1 -48.9(7) . . . . ?
N1 C1 C2 N2 56.8(8) . . . . ?
C1 N1 C3 C4 -151.6(6) . . . . ?
C5 N1 C3 C4 82.5(7) . . . . ?
Co1 N1 C3 C4 -34.1(7) . . . . ?
C12 N3 C4 C3 84.8(7) . . . . ?
Co1 N3 C4 C3 -48.6(7) . . . . ?
N1 C3 C4 N3 56.5(8) . . . . ?
C1 N1 C5 C6 82.1(6) . . . . ?
C3 N1 C5 C6 -151.7(6) . . . . ?
Co1 N1 C5 C6 -35.8(7) . . . . ?
C17 N4 C6 C5 87.4(7) . . . . ?
Co1 N4 C6 C5 -47.2(6) . . . . ?
N1 C5 C6 N4 57.1(8) . . . . ?
C2 N2 C7 C9 -174.9(6) . . . . ?
Co1 N2 C7 C9 -48.6(7) . . . . ?
C9 C8 C9 C10 -4.6(14) 4 . . . ?
C9 C8 C9 C7 174.1(5) 4 . . . ?
N2 C7 C9 C10 105.9(8) . . . . ?
N2 C7 C9 C8 -72.7(9) . . . . ?
C8 C9 C10 C11 1.9(12) . . . . ?
C7 C9 C10 C11 -176.8(8) . . . . ?
C9 C10 C11 C10 0.9(15) . . . 4 ?
C4 N3 C12 C14 -173.2(6) . . . . ?
Co1 N3 C12 C14 -47.7(8) . . . . ?
C14 C13 C14 C15 -3.2(14) 4 . . . ?
C14 C13 C14 C12 173.8(6) 4 . . . ?
N3 C12 C14 C13 -73.6(9) . . . . ?
N3 C12 C14 C15 103.4(7) . . . . ?
C13 C14 C15 C16 1.9(11) . . . . ?
C12 C14 C15 C16 -175.2(8) . . . . ?
C14 C15 C16 C15 -0.7(15) . . . 4 ?
C6 N4 C17 C19 -172.4(6) . . . . ?
Co1 N4 C17 C19 -45.9(8) . . . . ?
C19 C18 C19 C20 -1.2(15) 4 . . . ?
C19 C18 C19 C17 175.9(5) 4 . . . ?
N4 C17 C19 C20 106.1(8) . . . . ?
N4 C17 C19 C18 -71.1(10) . . . . ?
C18 C19 C20 C21 1.1(13) . . . . ?
C17 C19 C20 C21 -176.0(9) . . . . ?
C19 C20 C21 C20 -1.0(17) . . . 4 ?

_refine_diff_density_max         1.911
_refine_diff_density_min         -2.014
_refine_diff_density_rms         0.145

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_mm221
_database_code_depnum_ccdc_archive 'CCDC 991212'
_audit_update_record             
;
2015-01-21 deposited with the CCDC.
2015-03-27 downloaded from the CCDC.
;

_vrf_THETM01_mm221               
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: Crystal was diffracting weakly. Data were collected to 0.75A
 resolution limit and truncated for refinement to 0.95A resolution limit based
 on R(int) and R(sigma) values.
;


_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C44.50 H60 Cl0.50 Co3 N13.50 O5 S4.50'
_chemical_formula_weight         1202.84

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           7
_space_group_name_H-M_alt        'P n'
_space_group_name_Hall           'P -2yac'

_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. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'x+1/2, -y, z+1/2'

_cell_length_a                   11.2372(6)
_cell_length_b                   14.5050(8)
_cell_length_c                   16.5974(9)
_cell_angle_alpha                90
_cell_angle_beta                 92.909(3)
_cell_angle_gamma                90
_cell_volume                     2701.8(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    4249
_cell_measurement_theta_min      2.56
_cell_measurement_theta_max      19.16

_exptl_crystal_description       plate
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      n/a
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.479
_exptl_crystal_F_000             1246
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    1.165
_shelx_estimated_absorpt_T_min   0.845
_shelx_estimated_absorpt_T_max   0.977
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6383
_exptl_absorpt_correction_T_max  0.7447
_exptl_absorpt_process_details   'SADABS, Bruker (2003)'

_exptl_special_details           
; 
 Data collection is performed with three batch runs at phi = 0.00 deg 
 (650 frames), at phi = 120.00 deg (650 frames), and at phi = 240.00 deg 
 (650 frames). 
 Frame width = 0.30 deg in omega. 
 Data is merged, corrected for decay (if any), and treated with multi-scan 
 absorption corrections (if required). All symmetry-equivalent reflections 
 are merged for centrosymmetric data. 
 Friedel pairs are not merged for noncentrosymmetric data. 
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            30852
_diffrn_reflns_av_unetI/netI     0.0979
_diffrn_reflns_av_R_equivalents  0.1085
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.866
_diffrn_reflns_theta_max         22.019
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.679
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.679
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.676
_reflns_number_total             6606
_reflns_number_gt                4848
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.988
_reflns_Friedel_fraction_max     0.989
_reflns_Friedel_fraction_full    0.673

_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. 
;

_computing_data_collection       'APEX II, Bruker (2009)'
_computing_cell_refinement       'APEX II, Bruker (2009)'
_computing_data_reduction        'XPREP, Bruker (2009)'
_computing_structure_solution    'SHELXS-03 (Sheldrick, 2003)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXTL, Bruker (2004)'
_computing_publication_material  'SHELXTL, Bruker (2004)'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0507P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 1810 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons and Flack (2004), Acta Cryst. A60, s61). 
;
_refine_ls_abs_structure_Flack   0.025(13)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         6606
_refine_ls_number_parameters     648
_refine_ls_number_restraints     697
_refine_ls_R_factor_all          0.0950
_refine_ls_R_factor_gt           0.0562
_refine_ls_wR_factor_ref         0.1163
_refine_ls_wR_factor_gt          0.1036
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.010
_refine_ls_shift/su_max          0.000
_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_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 0.41751(14) 0.40768(12) 0.59345(11) 0.0355(5) Uani 1 1 d . U . . .
Co2 Co 0.41152(13) 0.05631(11) 0.42057(10) 0.0272(5) Uani 1 1 d . U . . .
Co3 Co 0.43747(15) 0.83179(13) 0.78242(12) 0.0414(5) Uani 1 1 d . U . . .
S1 S 0.7987(4) 0.8157(4) 0.6535(3) 0.0753(15) Uani 1 1 d . U . . .
S2 S 0.1570(4) 0.8188(3) 0.5625(3) 0.0778(16) Uani 1 1 d . U . . .
S3 S 0.4486(4) 0.5903(3) 0.9725(3) 0.0594(12) Uani 1 1 d . U . . .
S4 S 0.3279(4) 1.0972(3) 0.9232(3) 0.0644(13) Uani 1 1 d . U . . .
N1 N 0.4090(10) 0.5388(8) 0.6656(8) 0.056(3) Uani 1 1 d . U . . .
N2 N 0.5226(12) 0.3705(11) 0.6970(8) 0.075(4) Uani 1 1 d . U . . .
H2C H 0.6033 0.3964 0.6876 0.090 Uiso 1 1 calc R U . . .
N3 N 0.5236(10) 0.4939(8) 0.5258(8) 0.053(3) Uani 1 1 d . U . . .
H3C H 0.4717 0.5161 0.4790 0.064 Uiso 1 1 calc R U . . .
N4 N 0.2273(9) 0.4235(7) 0.5958(6) 0.035(3) Uani 1 1 d . U . . .
H4C H 0.1952 0.4108 0.5396 0.042 Uiso 1 1 calc R U . . .
N5 N 0.3959(9) -0.0708(7) 0.3481(7) 0.037(3) Uani 1 1 d . U . . .
N6 N 0.5389(9) -0.0270(7) 0.4850(7) 0.040(3) Uani 1 1 d . U . . .
H6C H 0.6166 -0.0143 0.4604 0.048 Uiso 1 1 calc R U . . .
N7 N 0.4936(9) 0.1039(7) 0.3140(6) 0.035(3) Uani 1 1 d . U . . .
H7C H 0.4359 0.1461 0.2846 0.042 Uiso 1 1 calc R U . . .
N8 N 0.2355(8) 0.0144(7) 0.4465(6) 0.030(2) Uani 1 1 d . U . . .
H8A H 0.2450 -0.0317 0.4912 0.036 Uiso 1 1 calc R U . . .
N9 N 0.3297(10) 0.8197(8) 0.6901(8) 0.047(3) Uani 1 1 d . U . . .
N10 N 0.4286(10) 0.7317(8) 0.8622(8) 0.049(3) Uani 1 1 d . U . . .
N11 N 0.3960(9) 0.9460(8) 0.8342(8) 0.046(3) Uani 1 1 d . U . . .
N12 N 0.5958(11) 0.8321(8) 0.7407(8) 0.052(3) Uani 1 1 d . U . . .
C1 C 0.4769(16) 0.5277(14) 0.7384(12) 0.090(5) Uani 1 1 d . U . . .
H1A H 0.4433 0.5664 0.7808 0.108 Uiso 1 1 calc R U . . .
H1B H 0.5598 0.5480 0.7312 0.108 Uiso 1 1 calc R U . . .
C2 C 0.4766(14) 0.4289(13) 0.7640(10) 0.078(5) Uani 1 1 d . U . . .
H2A H 0.3946 0.4097 0.7755 0.093 Uiso 1 1 calc R U . . .
H2B H 0.5279 0.4209 0.8137 0.093 Uiso 1 1 calc R U . . .
C3 C 0.4546(15) 0.6141(11) 0.6155(13) 0.086(5) Uani 1 1 d . U . . .
H3A H 0.4809 0.6667 0.6500 0.103 Uiso 1 1 calc R U . . .
H3B H 0.3914 0.6359 0.5763 0.103 Uiso 1 1 calc R U . . .
C4 C 0.5623(15) 0.5745(11) 0.5700(13) 0.085(6) Uani 1 1 d . U . . .
H4A H 0.5916 0.6215 0.5325 0.102 Uiso 1 1 calc R U . . .
H4B H 0.6283 0.5584 0.6092 0.102 Uiso 1 1 calc R U . . .
C5 C 0.2795(12) 0.5560(10) 0.6794(10) 0.059(4) Uani 1 1 d . U . . .
H5A H 0.2579 0.5245 0.7295 0.071 Uiso 1 1 calc R U . . .
H5B H 0.2665 0.6230 0.6865 0.071 Uiso 1 1 calc R U . . .
C6 C 0.2022(12) 0.5223(9) 0.6112(10) 0.047(4) Uani 1 1 d . U . . .
H6A H 0.2167 0.5590 0.5623 0.056 Uiso 1 1 calc R U . . .
H6B H 0.1176 0.5299 0.6237 0.056 Uiso 1 1 calc R U . . .
C7 C 0.5441(18) 0.2822(14) 0.7222(11) 0.099(6) Uani 1 1 d . U . . .
H7A H 0.4667 0.2529 0.7320 0.119 Uiso 1 1 calc R U . . .
H7B H 0.5903 0.2847 0.7746 0.119 Uiso 1 1 calc R U . . .
C8 C 0.6124(17) 0.2185(13) 0.6641(10) 0.067(4) Uani 1 1 d . U . . .
C9 C 0.7252(17) 0.2446(11) 0.6390(10) 0.069(4) Uani 1 1 d . U . . .
H9A H 0.7607 0.3015 0.6555 0.083 Uiso 1 1 calc R U . . .
C10 C 0.7832(16) 0.1834(11) 0.5889(10) 0.065(4) Uani 1 1 d . U . . .
H10A H 0.8583 0.1996 0.5691 0.077 Uiso 1 1 calc R U . . .
C11 C 0.7323(14) 0.1001(10) 0.5681(9) 0.053(4) Uani 1 1 d . U . . .
H11A H 0.7743 0.0583 0.5359 0.064 Uiso 1 1 calc R U . . .
C12 C 0.6192(13) 0.0756(11) 0.5936(9) 0.049(4) Uani 1 1 d . U . . .
C13 C 0.5635(14) 0.1390(12) 0.6421(9) 0.061(4) Uani 1 1 d . U . . .
H13A H 0.4869 0.1244 0.6603 0.073 Uiso 1 1 calc R U . . .
C14 C 0.5599(14) -0.0119(10) 0.5708(9) 0.059(4) Uani 1 1 d . U . . .
H14A H 0.6092 -0.0633 0.5932 0.071 Uiso 1 1 calc R U . . .
H14B H 0.4824 -0.0143 0.5965 0.071 Uiso 1 1 calc R U . . .
C15 C 0.6344(12) 0.4501(10) 0.4899(10) 0.056(4) Uani 1 1 d . U . . .
H15A H 0.6932 0.4989 0.4792 0.067 Uiso 1 1 calc R U . . .
H15B H 0.6720 0.4064 0.5293 0.067 Uiso 1 1 calc R U . . .
C16 C 0.6003(11) 0.4001(10) 0.4128(10) 0.045(3) Uani 1 1 d . U . . .
C17 C 0.5527(13) 0.4483(11) 0.3459(11) 0.054(4) Uani 1 1 d . U . . .
H17A H 0.5406 0.5130 0.3495 0.065 Uiso 1 1 calc R U . . .
C18 C 0.5227(13) 0.4024(11) 0.2737(11) 0.058(4) Uani 1 1 d . U . . .
H18A H 0.4894 0.4353 0.2285 0.070 Uiso 1 1 calc R U . . .
C19 C 0.5425(11) 0.3067(10) 0.2690(9) 0.041(3) Uani 1 1 d . U . . .
H19A H 0.5239 0.2747 0.2201 0.049 Uiso 1 1 calc R U . . .
C20 C 0.5895(11) 0.2590(10) 0.3362(9) 0.038(3) Uani 1 1 d . U . . .
C21 C 0.6182(10) 0.3063(9) 0.4077(8) 0.034(3) Uani 1 1 d . U . . .
H21A H 0.6505 0.2736 0.4533 0.041 Uiso 1 1 calc R U . . .
C22 C 0.6042(11) 0.1558(9) 0.3314(9) 0.043(3) Uani 1 1 d . U . . .
H22A H 0.6602 0.1418 0.2889 0.052 Uiso 1 1 calc R U . . .
H22B H 0.6410 0.1337 0.3833 0.052 Uiso 1 1 calc R U . . .
C23 C 0.1578(12) 0.3634(9) 0.6496(9) 0.044(3) Uani 1 1 d . U . . .
H23A H 0.0718 0.3761 0.6392 0.053 Uiso 1 1 calc R U . . .
H23B H 0.1787 0.3800 0.7064 0.053 Uiso 1 1 calc R U . . .
C24 C 0.1791(10) 0.2622(9) 0.6387(8) 0.032(3) Uani 1 1 d . U . . .
C25 C 0.2253(13) 0.2107(10) 0.7025(9) 0.044(3) Uani 1 1 d . U . . .
H25A H 0.2437 0.2392 0.7532 0.053 Uiso 1 1 calc R U . . .
C26 C 0.2450(12) 0.1173(10) 0.6926(8) 0.041(3) Uani 1 1 d . U . . .
H26A H 0.2745 0.0814 0.7371 0.049 Uiso 1 1 calc R U . . .
C27 C 0.2220(11) 0.0754(9) 0.6183(8) 0.038(3) Uani 1 1 d . U . . .
H27A H 0.2371 0.0114 0.6124 0.045 Uiso 1 1 calc R U . . .
C28 C 0.1772(11) 0.1260(9) 0.5524(8) 0.032(3) Uani 1 1 d . U . . .
C29 C 0.1546(10) 0.2203(9) 0.5640(8) 0.032(3) Uani 1 1 d . U . . .
H29A H 0.1221 0.2561 0.5203 0.038 Uiso 1 1 calc R U . . .
C30 C 0.1457(11) 0.0822(9) 0.4726(8) 0.037(3) Uani 1 1 d . U . . .
H30A H 0.0679 0.0507 0.4757 0.044 Uiso 1 1 calc R U . . .
H30B H 0.1363 0.1312 0.4313 0.044 Uiso 1 1 calc R U . . .
C31 C 0.4892(12) -0.1374(9) 0.3764(10) 0.048(4) Uani 1 1 d . U . . .
H31A H 0.5636 -0.1262 0.3484 0.057 Uiso 1 1 calc R U . . .
H31B H 0.4625 -0.2013 0.3647 0.057 Uiso 1 1 calc R U . . .
C32 C 0.5107(12) -0.1243(9) 0.4659(9) 0.047(4) Uani 1 1 d . U . . .
H32A H 0.4389 -0.1431 0.4938 0.057 Uiso 1 1 calc R U . . .
H32B H 0.5778 -0.1640 0.4855 0.057 Uiso 1 1 calc R U . . .
C33 C 0.4129(13) -0.0442(9) 0.2623(8) 0.049(4) Uani 1 1 d . U . . .
H33A H 0.3388 -0.0163 0.2384 0.059 Uiso 1 1 calc R U . . .
H33B H 0.4318 -0.0994 0.2304 0.059 Uiso 1 1 calc R U . . .
C34 C 0.5146(13) 0.0249(9) 0.2608(10) 0.055(4) Uani 1 1 d . U . . .
H34A H 0.5902 -0.0058 0.2785 0.065 Uiso 1 1 calc R U . . .
H34B H 0.5224 0.0472 0.2049 0.065 Uiso 1 1 calc R U . . .
C35 C 0.2758(11) -0.1117(9) 0.3547(9) 0.043(4) Uani 1 1 d . U . . .
H35A H 0.2785 -0.1588 0.3979 0.052 Uiso 1 1 calc R U . . .
H35B H 0.2507 -0.1423 0.3033 0.052 Uiso 1 1 calc R U . . .
C36 C 0.1880(11) -0.0385(10) 0.3735(8) 0.044(4) Uani 1 1 d . U . . .
H36A H 0.1103 -0.0669 0.3845 0.053 Uiso 1 1 calc R U . . .
H36B H 0.1760 0.0036 0.3269 0.053 Uiso 1 1 calc R U . . .
C37 C 0.3786(11) 0.2503(12) 0.4703(9) 0.030(3) Uani 1 1 d . U . . .
O1 O 0.3847(16) 0.3172(13) 0.5031(12) 0.025(4) Uani 0.5 1 d . U P A 1
O2 O 0.4302(15) 0.1699(12) 0.4874(11) 0.025(4) Uani 0.5 1 d . U P A 1
O3 O 0.3156(13) 0.2393(11) 0.3958(9) 0.022(4) Uani 0.5 1 d . U P A 1
O1' O 0.4323(15) 0.2822(12) 0.5424(12) 0.031(4) Uani 0.5 1 d . U P A 2
O2' O 0.3768(19) 0.1847(15) 0.4414(13) 0.040(5) Uani 0.5 1 d . U P A 2
O3' O 0.3206(15) 0.3365(12) 0.4433(11) 0.035(4) Uani 0.5 1 d . U P A 2
C38 C 0.2592(11) 0.3244(9) 0.3653(8) 0.039(3) Uani 1 1 d . U . . .
H38A H 0.2160 0.3120 0.3137 0.058 Uiso 0.5 1 calc R U P A 1
H38B H 0.3206 0.3712 0.3576 0.058 Uiso 0.5 1 calc R U P A 1
H38C H 0.2034 0.3470 0.4043 0.058 Uiso 0.5 1 calc R U P A 1
H38D H 0.2206 0.3824 0.3486 0.058 Uiso 0.5 1 calc R U P A 2
H38E H 0.1988 0.2761 0.3689 0.058 Uiso 0.5 1 calc R U P A 2
H38F H 0.3167 0.3066 0.3256 0.058 Uiso 0.5 1 calc R U P A 2
C39 C 0.6809(13) 0.8243(10) 0.7060(9) 0.044(4) Uani 1 1 d . U . . .
C40 C 0.2586(13) 0.8207(10) 0.6366(9) 0.041(4) Uani 1 1 d . U . . .
C41 C 0.4349(11) 0.6736(9) 0.9089(10) 0.041(4) Uani 1 1 d . U . . .
C42 C 0.3690(11) 1.0084(10) 0.8723(9) 0.037(3) Uani 1 1 d . U . . .
N14 N 0.7375(15) 0.6561(10) 0.3917(10) 0.095(5) Uiso 1 1 d . U . . .
C47 C 0.8184(15) 0.6592(11) 0.4357(11) 0.064(5) Uiso 1 1 d . U . . .
C48 C 0.9231(16) 0.6664(12) 0.4882(12) 0.088(6) Uiso 1 1 d . U . . .
H48A H 0.9889 0.6335 0.4645 0.132 Uiso 1 1 calc R U . . .
H48B H 0.9075 0.6392 0.5407 0.132 Uiso 1 1 calc R U . . .
H48C H 0.9444 0.7315 0.4955 0.132 Uiso 1 1 calc R U . . .
Cl1 Cl 0.2896(8) 0.6058(6) 0.3676(7) 0.059(3) Uiso 0.5 1 d D U P B 1
O4 O 0.4005(19) 0.6498(16) 0.3849(18) 0.128(11) Uiso 0.5 1 d D U P B 1
O5 O 0.1986(14) 0.6691(12) 0.3883(11) 0.051(5) Uiso 0.5 1 d D U P B 1
O6 O 0.262(3) 0.5682(18) 0.2915(13) 0.097(9) Uiso 0.5 1 d D U P B 1
O7 O 0.2863(16) 0.5286(12) 0.4236(10) 0.056(6) Uiso 0.5 1 d D U P B 1
S5 S 0.2978(9) 0.6167(7) 0.4044(7) 0.060(3) Uiso 0.5 1 d D U P C 2
C46 C 0.314(2) 0.6027(18) 0.3119(14) 0.031(7) Uiso 0.5 1 d D U P C 2
N15 N 0.284(4) 0.556(3) 0.250(2) 0.136(16) Uiso 0.5 1 d D U P C 2


_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 O1 2.01(2) . ?
Co1 O1' 2.018(17) . ?
Co1 N3 2.093(11) . ?
Co1 N2 2.106(13) . ?
Co1 N4 2.152(10) . ?
Co1 N1 2.251(12) . ?
Co2 O2' 1.94(2) . ?
Co2 O2 1.991(17) . ?
Co2 N6 2.120(10) . ?
Co2 N8 2.135(10) . ?
Co2 N7 2.150(10) . ?
Co2 N5 2.203(10) . ?
Co3 N9 1.912(13) . ?
Co3 N11 1.934(12) . ?
Co3 N12 1.941(12) . ?
Co3 N10 1.971(13) . ?
S1 C39 1.626(16) . ?
S2 C40 1.634(17) . ?
S3 C41 1.607(16) . ?
S4 C42 1.621(16) . ?
N1 C1 1.41(2) . ?
N1 C3 1.48(2) . ?
N1 C5 1.505(17) . ?
N2 C7 1.37(2) . ?
N2 C2 1.509(18) . ?
N3 C4 1.437(18) . ?
N3 C15 1.544(17) . ?
N4 C6 1.486(15) . ?
N4 C23 1.497(16) . ?
N5 C35 1.483(15) . ?
N5 C31 1.485(16) . ?
N5 C33 1.497(16) . ?
N6 C14 1.450(18) . ?
N6 C32 1.477(16) . ?
N7 C22 1.470(16) . ?
N7 C34 1.473(15) . ?
N8 C30 1.489(15) . ?
N8 C36 1.509(15) . ?
N9 C40 1.165(15) . ?
N10 C41 1.144(16) . ?
N11 C42 1.153(15) . ?
N12 C39 1.147(15) . ?
C1 C2 1.49(2) . ?
C3 C4 1.57(2) . ?
C5 C6 1.48(2) . ?
C7 C8 1.56(2) . ?
C8 C13 1.32(2) . ?
C8 C9 1.41(2) . ?
C9 C10 1.40(2) . ?
C10 C11 1.37(2) . ?
C11 C12 1.41(2) . ?
C12 C13 1.392(19) . ?
C12 C14 1.474(19) . ?
C15 C16 1.50(2) . ?
C16 C21 1.379(18) . ?
C16 C17 1.40(2) . ?
C17 C18 1.40(2) . ?
C18 C19 1.409(19) . ?
C19 C20 1.393(18) . ?
C20 C21 1.394(18) . ?
C20 C22 1.508(18) . ?
C23 C24 1.500(17) . ?
C24 C25 1.375(18) . ?
C24 C29 1.395(16) . ?
C25 C26 1.385(18) . ?
C26 C27 1.386(18) . ?
C27 C28 1.390(17) . ?
C28 C29 1.407(16) . ?
C28 C30 1.495(17) . ?
C31 C32 1.50(2) . ?
C33 C34 1.522(17) . ?
C35 C36 1.493(17) . ?
C37 O2' 1.07(2) . ?
C37 O1 1.11(2) . ?
C37 O2 1.33(2) . ?
C37 O1' 1.39(2) . ?
C37 O3 1.40(2) . ?
C37 O3' 1.47(2) . ?
O3 C38 1.47(2) . ?
O3' C38 1.45(2) . ?
N14 C47 1.138(19) . ?
C47 C48 1.43(2) . ?
Cl1 O6 1.40(2) . ?
Cl1 O4 1.42(2) . ?
Cl1 O5 1.430(16) . ?
Cl1 O7 1.457(16) . ?
S5 C46 1.57(2) . ?
C46 N15 1.26(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
O1 Co1 N3 94.4(6) . . ?
O1' Co1 N3 104.6(6) . . ?
O1 Co1 N2 121.0(7) . . ?
O1' Co1 N2 93.3(7) . . ?
N3 Co1 N2 106.3(6) . . ?
O1 Co1 N4 86.5(6) . . ?
O1' Co1 N4 101.9(6) . . ?
N3 Co1 N4 122.6(4) . . ?
N2 Co1 N4 122.0(5) . . ?
O1 Co1 N1 159.3(7) . . ?
O1' Co1 N1 172.6(7) . . ?
N3 Co1 N1 79.7(5) . . ?
N2 Co1 N1 79.6(5) . . ?
N4 Co1 N1 80.3(4) . . ?
O2' Co2 N6 126.5(8) . . ?
O2 Co2 N6 98.1(6) . . ?
O2' Co2 N8 92.3(6) . . ?
O2 Co2 N8 101.3(5) . . ?
N6 Co2 N8 110.2(4) . . ?
O2' Co2 N7 86.4(7) . . ?
O2 Co2 N7 98.9(6) . . ?
N6 Co2 N7 106.9(4) . . ?
N8 Co2 N7 134.3(4) . . ?
O2' Co2 N5 152.9(8) . . ?
O2 Co2 N5 178.4(6) . . ?
N6 Co2 N5 80.3(4) . . ?
N8 Co2 N5 79.8(4) . . ?
N7 Co2 N5 81.1(4) . . ?
N9 Co3 N11 106.1(5) . . ?
N9 Co3 N12 105.6(5) . . ?
N11 Co3 N12 113.7(5) . . ?
N9 Co3 N10 114.8(5) . . ?
N11 Co3 N10 108.1(5) . . ?
N12 Co3 N10 108.7(5) . . ?
C1 N1 C3 112.3(14) . . ?
C1 N1 C5 112.0(13) . . ?
C3 N1 C5 109.1(12) . . ?
C1 N1 Co1 108.9(11) . . ?
C3 N1 Co1 107.5(10) . . ?
C5 N1 Co1 106.8(8) . . ?
C7 N2 C2 111.3(15) . . ?
C7 N2 Co1 124.9(12) . . ?
C2 N2 Co1 105.0(9) . . ?
C4 N3 C15 107.6(11) . . ?
C4 N3 Co1 112.2(10) . . ?
C15 N3 Co1 117.0(9) . . ?
C6 N4 C23 110.5(10) . . ?
C6 N4 Co1 107.7(7) . . ?
C23 N4 Co1 119.8(8) . . ?
C35 N5 C31 110.3(10) . . ?
C35 N5 C33 109.5(10) . . ?
C31 N5 C33 110.3(11) . . ?
C35 N5 Co2 110.0(8) . . ?
C31 N5 Co2 109.7(8) . . ?
C33 N5 Co2 107.0(7) . . ?
C14 N6 C32 112.2(11) . . ?
C14 N6 Co2 118.8(9) . . ?
C32 N6 Co2 107.8(8) . . ?
C22 N7 C34 110.9(10) . . ?
C22 N7 Co2 113.4(8) . . ?
C34 N7 Co2 109.4(8) . . ?
C30 N8 C36 110.7(9) . . ?
C30 N8 Co2 121.3(8) . . ?
C36 N8 Co2 106.0(7) . . ?
C40 N9 Co3 172.9(12) . . ?
C41 N10 Co3 173.6(11) . . ?
C42 N11 Co3 172.7(12) . . ?
C39 N12 Co3 168.9(13) . . ?
N1 C1 C2 110.2(15) . . ?
C1 C2 N2 108.8(15) . . ?
N1 C3 C4 107.3(13) . . ?
N3 C4 C3 108.9(13) . . ?
C6 C5 N1 111.3(12) . . ?
C5 C6 N4 110.0(11) . . ?
N2 C7 C8 116.8(16) . . ?
C13 C8 C9 121.5(18) . . ?
C13 C8 C7 118.4(19) . . ?
C9 C8 C7 120.1(18) . . ?
C10 C9 C8 117.3(16) . . ?
C11 C10 C9 120.4(18) . . ?
C10 C11 C12 121.3(16) . . ?
C13 C12 C11 116.6(15) . . ?
C13 C12 C14 120.4(15) . . ?
C11 C12 C14 123.0(15) . . ?
C8 C13 C12 122.9(18) . . ?
N6 C14 C12 115.5(13) . . ?
C16 C15 N3 110.5(11) . . ?
C21 C16 C17 119.8(15) . . ?
C21 C16 C15 119.8(14) . . ?
C17 C16 C15 120.4(14) . . ?
C18 C17 C16 120.6(15) . . ?
C17 C18 C19 119.0(15) . . ?
C20 C19 C18 120.0(14) . . ?
C19 C20 C21 119.9(13) . . ?
C19 C20 C22 119.2(13) . . ?
C21 C20 C22 120.8(13) . . ?
C16 C21 C20 120.6(13) . . ?
N7 C22 C20 115.1(11) . . ?
N4 C23 C24 114.0(11) . . ?
C25 C24 C29 119.9(13) . . ?
C25 C24 C23 119.6(13) . . ?
C29 C24 C23 120.5(12) . . ?
C24 C25 C26 119.7(14) . . ?
C25 C26 C27 120.8(13) . . ?
C26 C27 C28 120.8(13) . . ?
C27 C28 C29 117.8(12) . . ?
C27 C28 C30 122.2(12) . . ?
C29 C28 C30 119.9(12) . . ?
C24 C29 C28 121.0(12) . . ?
N8 C30 C28 113.9(10) . . ?
N5 C31 C32 107.8(11) . . ?
N6 C32 C31 110.8(11) . . ?
N5 C33 C34 108.5(11) . . ?
N7 C34 C33 111.0(11) . . ?
N5 C35 C36 110.1(11) . . ?
C35 C36 N8 108.6(10) . . ?
O1 C37 O2 130.3(19) . . ?
O2' C37 O1' 133(2) . . ?
O1 C37 O3 123.1(18) . . ?
O2 C37 O3 106.5(17) . . ?
O2' C37 O3' 129(2) . . ?
O1' C37 O3' 98.4(17) . . ?
C37 O1 Co1 159.6(18) . . ?
C37 O2 Co2 125.2(14) . . ?
C37 O3 C38 113.5(14) . . ?
C37 O1' Co1 128.3(14) . . ?
C37 O2' Co2 160(2) . . ?
C38 O3' C37 110.7(14) . . ?
N12 C39 S1 177.5(14) . . ?
N9 C40 S2 178.1(14) . . ?
N10 C41 S3 177.5(13) . . ?
N11 C42 S4 178.1(13) . . ?
N14 C47 C48 177(2) . . ?
O6 Cl1 O4 121(2) . . ?
O6 Cl1 O5 109.9(13) . . ?
O4 Cl1 O5 107.2(13) . . ?
O6 Cl1 O7 105.4(12) . . ?
O4 Cl1 O7 105.5(13) . . ?
O5 Cl1 O7 107.4(13) . . ?
N15 C46 S5 145(3) . . ?

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
C3 N1 C1 C2 -148.8(14) . . . . ?
C5 N1 C1 C2 88.1(16) . . . . ?
Co1 N1 C1 C2 -29.9(17) . . . . ?
N1 C1 C2 N2 56.6(18) . . . . ?
C7 N2 C2 C1 169.3(15) . . . . ?
Co1 N2 C2 C1 -52.9(15) . . . . ?
C1 N1 C3 C4 80.9(18) . . . . ?
C5 N1 C3 C4 -154.3(14) . . . . ?
Co1 N1 C3 C4 -38.8(16) . . . . ?
C15 N3 C4 C3 -173.4(15) . . . . ?
Co1 N3 C4 C3 -43.4(19) . . . . ?
N1 C3 C4 N3 55(2) . . . . ?
C1 N1 C5 C6 -151.5(15) . . . . ?
C3 N1 C5 C6 83.6(16) . . . . ?
Co1 N1 C5 C6 -32.3(15) . . . . ?
N1 C5 C6 N4 54.8(16) . . . . ?
C23 N4 C6 C5 84.8(13) . . . . ?
Co1 N4 C6 C5 -47.8(13) . . . . ?
C2 N2 C7 C8 -169.8(14) . . . . ?
Co1 N2 C7 C8 63(2) . . . . ?
N2 C7 C8 C13 -125.5(19) . . . . ?
N2 C7 C8 C9 57(2) . . . . ?
C13 C8 C9 C10 1(2) . . . . ?
C7 C8 C9 C10 178.3(14) . . . . ?
C8 C9 C10 C11 -2(2) . . . . ?
C9 C10 C11 C12 3(2) . . . . ?
C10 C11 C12 C13 -1(2) . . . . ?
C10 C11 C12 C14 178.3(13) . . . . ?
C9 C8 C13 C12 0(2) . . . . ?
C7 C8 C13 C12 -177.1(13) . . . . ?
C11 C12 C13 C8 0(2) . . . . ?
C14 C12 C13 C8 -179.8(15) . . . . ?
C32 N6 C14 C12 164.2(12) . . . . ?
Co2 N6 C14 C12 -68.9(15) . . . . ?
C13 C12 C14 N6 120.5(15) . . . . ?
C11 C12 C14 N6 -59.2(19) . . . . ?
C4 N3 C15 C16 -150.8(14) . . . . ?
Co1 N3 C15 C16 81.9(14) . . . . ?
N3 C15 C16 C21 -117.8(13) . . . . ?
N3 C15 C16 C17 63.4(17) . . . . ?
C21 C16 C17 C18 0(2) . . . . ?
C15 C16 C17 C18 179.0(13) . . . . ?
C16 C17 C18 C19 -1(2) . . . . ?
C17 C18 C19 C20 1.1(19) . . . . ?
C18 C19 C20 C21 -0.8(18) . . . . ?
C18 C19 C20 C22 176.9(11) . . . . ?
C17 C16 C21 C20 0.1(19) . . . . ?
C15 C16 C21 C20 -178.7(11) . . . . ?
C19 C20 C21 C16 0.2(18) . . . . ?
C22 C20 C21 C16 -177.5(11) . . . . ?
C34 N7 C22 C20 142.8(12) . . . . ?
Co2 N7 C22 C20 -93.7(12) . . . . ?
C19 C20 C22 N7 -60.2(16) . . . . ?
C21 C20 C22 N7 117.5(13) . . . . ?
C6 N4 C23 C24 -179.3(11) . . . . ?
Co1 N4 C23 C24 -53.3(14) . . . . ?
N4 C23 C24 C25 119.1(14) . . . . ?
N4 C23 C24 C29 -59.6(15) . . . . ?
C29 C24 C25 C26 -1.4(19) . . . . ?
C23 C24 C25 C26 180.0(12) . . . . ?
C24 C25 C26 C27 2(2) . . . . ?
C25 C26 C27 C28 -1(2) . . . . ?
C26 C27 C28 C29 -0.9(18) . . . . ?
C26 C27 C28 C30 -176.8(12) . . . . ?
C25 C24 C29 C28 -0.4(18) . . . . ?
C23 C24 C29 C28 178.2(11) . . . . ?
C27 C28 C29 C24 1.5(18) . . . . ?
C30 C28 C29 C24 177.6(11) . . . . ?
C36 N8 C30 C28 170.2(11) . . . . ?
Co2 N8 C30 C28 -64.8(13) . . . . ?
C27 C28 C30 N8 -43.7(17) . . . . ?
C29 C28 C30 N8 140.4(11) . . . . ?
C35 N5 C31 C32 -88.3(13) . . . . ?
C33 N5 C31 C32 150.6(11) . . . . ?
Co2 N5 C31 C32 33.0(12) . . . . ?
C14 N6 C32 C31 179.9(12) . . . . ?
Co2 N6 C32 C31 47.3(12) . . . . ?
N5 C31 C32 N6 -54.1(14) . . . . ?
C35 N5 C33 C34 161.2(11) . . . . ?
C31 N5 C33 C34 -77.3(13) . . . . ?
Co2 N5 C33 C34 41.9(12) . . . . ?
C22 N7 C34 C33 163.3(12) . . . . ?
Co2 N7 C34 C33 37.5(14) . . . . ?
N5 C33 C34 N7 -54.3(16) . . . . ?
C31 N5 C35 C36 147.3(12) . . . . ?
C33 N5 C35 C36 -91.1(14) . . . . ?
Co2 N5 C35 C36 26.3(13) . . . . ?
N5 C35 C36 N8 -52.7(15) . . . . ?
C30 N8 C36 C35 -174.4(11) . . . . ?
Co2 N8 C36 C35 52.3(12) . . . . ?
O2 C37 O1 Co1 -17(6) . . . . ?
O1' C37 O1 Co1 -13(3) . . . . ?
O3 C37 O1 Co1 167(3) . . . . ?
O3' C37 O1 Co1 165(5) . . . . ?
O2' C37 O2 Co2 0.6(16) . . . . ?
O1 C37 O2 Co2 -179.0(16) . . . . ?
O1' C37 O2 Co2 178.1(13) . . . . ?
O3 C37 O2 Co2 -2.8(17) . . . . ?
O2' C37 O3 C38 -179.0(18) . . . . ?
O1 C37 O3 C38 0(2) . . . . ?
O2 C37 O3 C38 -176.2(13) . . . . ?
O1' C37 O3 C38 0(6) . . . . ?
O3' C37 O3 C38 1.8(12) . . . . ?
O2' C37 O1' Co1 -175.0(19) . . . . ?
O1 C37 O1' Co1 5.8(15) . . . . ?
O2 C37 O1' Co1 -177.5(15) . . . . ?
O3 C37 O1' Co1 6(6) . . . . ?
O3' C37 O1' Co1 4.5(16) . . . . ?
O2 C37 O2' Co2 -1(4) . . . . ?
O1' C37 O2' Co2 -5(6) . . . . ?
O3 C37 O2' Co2 175(5) . . . . ?
O3' C37 O2' Co2 176(4) . . . . ?
O2' C37 O3' C38 -3(2) . . . . ?
O1 C37 O3' C38 176.7(19) . . . . ?
O1' C37 O3' C38 177.8(13) . . . . ?
O3 C37 O3' C38 -1.8(12) . . . . ?
C37 O3' C38 O3 1.7(12) . . . . ?
C37 O3 C38 O3' -1.8(12) . . . . ?

_refine_diff_density_max         0.498
_refine_diff_density_min         -0.399
_refine_diff_density_rms         0.074

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_mm223
_database_code_depnum_ccdc_archive 'CCDC 991213'
_audit_update_record             
;
2015-01-21 deposited with the CCDC.
2015-03-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C37 H67 Cl5 N8 O3'
_chemical_formula_weight         849.23

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.7107(2)
_cell_length_b                   14.7465(3)
_cell_length_c                   15.1857(3)
_cell_angle_alpha                108.5000(10)
_cell_angle_beta                 93.4330(10)
_cell_angle_gamma                94.3510(10)
_cell_volume                     2259.05(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9431
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      28.03

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      n/a
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.248
_exptl_crystal_F_000             908
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.270
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.364
_shelx_estimated_absorpt_T_min   0.908
_shelx_estimated_absorpt_T_max   0.986
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6783
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'SADABS, Bruker (2003)'

_exptl_special_details           
; 
 Data collection is performed with three batch runs at phi = 0.00 deg 
 (650 frames), at phi = 120.00 deg (650 frames), and at phi = 240.00 deg 
 (650 frames). 
 Frame width = 0.30 deg in omega. 
 Data is merged, corrected for decay (if any), and treated with multi-scan 
 absorption corrections (if required). All symmetry-equivalent reflections 
 are merged for centrosymmetric data. 
 Friedel pairs are not merged for noncentrosymmetric data. 
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            32786
_diffrn_reflns_av_unetI/netI     0.0396
_diffrn_reflns_av_R_equivalents  0.0321
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.280
_diffrn_reflns_theta_max         28.349
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             11133
_reflns_number_gt                7674
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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. 
;

_computing_data_collection       'APEX II, Bruker (2009)'
_computing_cell_refinement       'APEX II, Bruker (2009)'
_computing_data_reduction        'XPREP, Bruker (2009)'
_computing_structure_solution    'SHELXS-03 (Sheldrick, 2003)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXTL, Bruker (2004)'
_computing_publication_material  'SHELXTL, Bruker (2004)'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1150P)²+1.3425P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         11133
_refine_ls_number_parameters     474
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0967
_refine_ls_R_factor_gt           0.0653
_refine_ls_wR_factor_ref         0.2066
_refine_ls_wR_factor_gt          0.1830
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.000
_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_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
O1 O 0.16609(17) 0.38148(17) 0.22035(13) 0.0379(5) Uani 1 1 d . . . . .
H1C H 0.1888 0.4493 0.2417 0.045 Uiso 1 1 d R U . . .
H1D H 0.2354 0.3470 0.1867 0.045 Uiso 1 1 d R U . . .
Cl1 Cl 0.21382(7) 0.61577(5) 0.29325(5) 0.04106(19) Uani 1 1 d . . . . .
Cl2 Cl 0.08222(9) 0.81947(6) 0.09875(5) 0.0521(2) Uani 1 1 d . . . . .
Cl3 Cl 0.03234(7) 0.80684(6) 0.58631(6) 0.0464(2) Uani 1 1 d . . . . .
Cl4 Cl 0.65787(8) 0.82445(5) 0.43275(6) 0.0486(2) Uani 1 1 d . . . . .
Cl5 Cl 0.56239(9) 0.17650(7) 0.22411(7) 0.0597(3) Uani 1 1 d . . . . .
N1 N 0.1323(2) 0.14415(15) 0.14763(15) 0.0301(5) Uani 1 1 d . . . . .
N2 N -0.0659(2) 0.27786(16) 0.12029(16) 0.0314(5) Uani 1 1 d . . . . .
H2C H 0.0151 0.3130 0.1524 0.038 Uiso 1 1 calc R U . . .
H2D H -0.0600 0.2618 0.0523 0.038 Uiso 1 1 calc R U . . .
N3 N 0.3345(2) 0.27432(17) 0.10577(16) 0.0349(5) Uani 1 1 d . . . . .
H3C H 0.3937 0.2582 0.1396 0.042 Uiso 1 1 d R U . . .
N4 N 0.2081(2) 0.26146(15) 0.34280(15) 0.0276(4) Uani 1 1 d . . . . .
H4C H 0.1902 0.2908 0.2937 0.033 Uiso 1 1 calc R U . . .
H4D H 0.1298 0.2567 0.3732 0.033 Uiso 1 1 calc R U . . .
N5 N 0.2605(2) 0.88233(15) 0.38783(16) 0.0306(5) Uani 1 1 d . . . . .
N6 N 0.0217(2) 0.75693(17) 0.27025(16) 0.0324(5) Uani 1 1 d . . . . .
H6C H 0.0380 0.7694 0.2114 0.039 Uiso 1 1 calc R U . . .
H6D H 0.0881 0.7188 0.2838 0.039 Uiso 1 1 calc R U . . .
N7 N 0.4405(2) 0.75970(16) 0.27140(16) 0.0330(5) Uani 1 1 d . . . . .
H7C H 0.5044 0.7746 0.3252 0.040 Uiso 1 1 calc R U . . .
H7D H 0.3661 0.7240 0.2850 0.040 Uiso 1 1 calc R U . . .
N8 N 0.2825(2) 0.75330(15) 0.50304(15) 0.0279(5) Uani 1 1 d . . . . .
H8B H 0.2606 0.7287 0.4348 0.033 Uiso 1 1 calc R U . . .
H8C H 0.2034 0.7557 0.5338 0.033 Uiso 1 1 calc R U . . .
C1 C 0.0053(3) 0.1169(2) 0.1007(2) 0.0351(6) Uani 1 1 d . . . . .
H1A H -0.0247 0.0523 0.1024 0.042 Uiso 1 1 calc R U . . .
H1B H 0.0084 0.1126 0.0345 0.042 Uiso 1 1 calc R U . . .
C2 C -0.0874(3) 0.1862(2) 0.1436(2) 0.0359(6) Uani 1 1 d . . . . .
H2A H -0.0787 0.2012 0.2122 0.043 Uiso 1 1 calc R U . . .
H2B H -0.1740 0.1562 0.1203 0.043 Uiso 1 1 calc R U . . .
C3 C 0.1464(3) 0.10395(19) 0.2241(2) 0.0365(6) Uani 1 1 d . . . . .
H3A H 0.1691 0.0373 0.1992 0.044 Uiso 1 1 calc R U . . .
H3B H 0.0652 0.1019 0.2516 0.044 Uiso 1 1 calc R U . . .
C4 C 0.2463(3) 0.1630(2) 0.2989(2) 0.0359(6) Uani 1 1 d . . . . .
H4A H 0.2585 0.1314 0.3470 0.043 Uiso 1 1 calc R U . . .
H4B H 0.3270 0.1674 0.2712 0.043 Uiso 1 1 calc R U . . .
C5 C 0.2282(3) 0.1147(2) 0.0821(2) 0.0361(6) Uani 1 1 d . . . . .
H5A H 0.1958 0.0538 0.0331 0.043 Uiso 1 1 calc R U . . .
H5B H 0.3037 0.1024 0.1158 0.043 Uiso 1 1 calc R U . . .
C6 C 0.2659(3) 0.1887(2) 0.0364(2) 0.0376(6) Uani 1 1 d . . . . .
H6A H 0.3200 0.1610 -0.0141 0.045 Uiso 1 1 calc R U . . .
H6B H 0.1900 0.2071 0.0085 0.045 Uiso 1 1 calc R U . . .
C7 C -0.1688(3) 0.3416(2) 0.1484(2) 0.0398(7) Uani 1 1 d . . . . .
H7A H -0.1744 0.3578 0.2164 0.048 Uiso 1 1 calc R U . . .
H7B H -0.2499 0.3062 0.1165 0.048 Uiso 1 1 calc R U . . .
C8 C -0.1260(3) 0.5203(2) 0.1964(2) 0.0354(6) Uani 1 1 d . . . . .
H8A H -0.1166 0.5206 0.2591 0.043 Uiso 1 1 calc R U . . .
C9 C -0.1489(3) 0.4332(2) 0.1250(2) 0.0352(6) Uani 1 1 d . . . . .
C10 C -0.1602(3) 0.4328(2) 0.0329(2) 0.0399(7) Uani 1 1 d . . . . .
H10A H -0.1768 0.3738 -0.0168 0.048 Uiso 1 1 calc R U . . .
C11 C -0.1470(3) 0.5190(2) 0.0143(2) 0.0443(7) Uani 1 1 d . . . . .
H11A H -0.1517 0.5188 -0.0484 0.053 Uiso 1 1 calc R U . . .
C12 C -0.1272(3) 0.6054(2) 0.0865(2) 0.0417(7) Uani 1 1 d . . . . .
H12A H -0.1210 0.6640 0.0728 0.050 Uiso 1 1 calc R U . . .
C13 C -0.1163(3) 0.6074(2) 0.1784(2) 0.0363(6) Uani 1 1 d . . . . .
C14 C -0.1028(3) 0.7004(2) 0.2579(2) 0.0442(7) Uani 1 1 d . . . . .
H14A H -0.1689 0.7402 0.2476 0.053 Uiso 1 1 calc R U . . .
H14B H -0.1170 0.6862 0.3162 0.053 Uiso 1 1 calc R U . . .
C15 C 0.4022(3) 0.3382(2) 0.0626(2) 0.0379(6) Uani 1 1 d . . . . .
H15A H 0.3420 0.3572 0.0211 0.045 Uiso 1 1 calc R U . . .
H15B H 0.4657 0.3032 0.0241 0.045 Uiso 1 1 calc R U . . .
C16 C 0.4552(3) 0.5170(2) 0.1273(2) 0.0335(6) Uani 1 1 d . . . . .
H16A H 0.4089 0.5221 0.0740 0.040 Uiso 1 1 calc R U . . .
C17 C 0.4662(2) 0.4270(2) 0.13584(19) 0.0319(6) Uani 1 1 d . . . . .
C18 C 0.5340(3) 0.4206(2) 0.2139(2) 0.0354(6) Uani 1 1 d . . . . .
H18A H 0.5421 0.3593 0.2206 0.043 Uiso 1 1 calc R U . . .
C19 C 0.5899(3) 0.5026(2) 0.2822(2) 0.0385(6) Uani 1 1 d . . . . .
H19A H 0.6359 0.4974 0.3356 0.046 Uiso 1 1 calc R U . . .
C20 C 0.5789(3) 0.5919(2) 0.2730(2) 0.0378(6) Uani 1 1 d . . . . .
H20A H 0.6179 0.6480 0.3197 0.045 Uiso 1 1 calc R U . . .
C21 C 0.5106(3) 0.5996(2) 0.1951(2) 0.0330(6) Uani 1 1 d . . . . .
C22 C 0.4926(3) 0.6970(2) 0.1863(2) 0.0402(7) Uani 1 1 d . . . . .
H22A H 0.5743 0.7279 0.1779 0.048 Uiso 1 1 calc R U . . .
H22B H 0.4343 0.6892 0.1307 0.048 Uiso 1 1 calc R U . . .
C23 C 0.3072(3) 0.3249(2) 0.4133(2) 0.0327(6) Uani 1 1 d . . . . .
H23A H 0.3809 0.3380 0.3813 0.039 Uiso 1 1 calc R U . . .
H23B H 0.3346 0.2911 0.4569 0.039 Uiso 1 1 calc R U . . .
C24 C 0.3248(2) 0.50579(19) 0.46935(18) 0.0285(5) Uani 1 1 d . . . . .
H24A H 0.3933 0.5054 0.4324 0.034 Uiso 1 1 calc R U . . .
C25 C 0.2617(2) 0.41865(19) 0.46789(18) 0.0281(5) Uani 1 1 d . . . . .
C26 C 0.1588(3) 0.4200(2) 0.51937(18) 0.0319(6) Uani 1 1 d . . . . .
H26A H 0.1154 0.3613 0.5192 0.038 Uiso 1 1 calc R U . . .
C27 C 0.1189(3) 0.5070(2) 0.57117(18) 0.0317(6) Uani 1 1 d . . . . .
H27A H 0.0460 0.5076 0.6040 0.038 Uiso 1 1 calc R U . . .
C28 C 0.1848(3) 0.5929(2) 0.57527(18) 0.0316(6) Uani 1 1 d . . . . .
H28A H 0.1592 0.6520 0.6131 0.038 Uiso 1 1 calc R U . . .
C29 C 0.2883(2) 0.59295(19) 0.52423(18) 0.0291(5) Uani 1 1 d . . . . .
C30 C 0.3621(3) 0.6860(2) 0.5306(2) 0.0331(6) Uani 1 1 d . . . . .
H30A H 0.3998 0.7173 0.5954 0.040 Uiso 1 1 calc R U . . .
H30B H 0.4315 0.6723 0.4896 0.040 Uiso 1 1 calc R U . . .
C31 C 0.1481(3) 0.9142(2) 0.3511(2) 0.0369(6) Uani 1 1 d . . . . .
H31A H 0.1606 0.9158 0.2875 0.044 Uiso 1 1 calc R U . . .
H31B H 0.1380 0.9805 0.3908 0.044 Uiso 1 1 calc R U . . .
C32 C 0.0284(3) 0.8502(2) 0.3472(2) 0.0374(6) Uani 1 1 d . . . . .
H32A H 0.0244 0.8376 0.4073 0.045 Uiso 1 1 calc R U . . .
H32B H -0.0452 0.8842 0.3384 0.045 Uiso 1 1 calc R U . . .
C33 C 0.3744(3) 0.9192(2) 0.3546(2) 0.0375(6) Uani 1 1 d . . . . .
H33A H 0.4468 0.9272 0.4010 0.045 Uiso 1 1 calc R U . . .
H33B H 0.3622 0.9830 0.3489 0.045 Uiso 1 1 calc R U . . .
C34 C 0.4033(3) 0.8520(2) 0.2611(2) 0.0398(7) Uani 1 1 d . . . . .
H34A H 0.3283 0.8386 0.2159 0.048 Uiso 1 1 calc R U . . .
H34B H 0.4726 0.8829 0.2369 0.048 Uiso 1 1 calc R U . . .
C35 C 0.2699(3) 0.91496(19) 0.49008(19) 0.0337(6) Uani 1 1 d . . . . .
H35A H 0.1845 0.9133 0.5115 0.040 Uiso 1 1 calc R U . . .
H35B H 0.3085 0.9823 0.5142 0.040 Uiso 1 1 calc R U . . .
C36 C 0.3481(3) 0.85247(19) 0.5293(2) 0.0339(6) Uani 1 1 d . . . . .
H36A H 0.4315 0.8499 0.5043 0.041 Uiso 1 1 calc R U . . .
H36B H 0.3610 0.8806 0.5980 0.041 Uiso 1 1 calc R U . . .
C37 C 0.6567(8) 0.9698(7) 0.1875(6) 0.067(2) Uiso 0.5 1 d D . P A 1
H37A H 0.5952 1.0030 0.2281 0.101 Uiso 0.5 1 calc R U P A 1
H37B H 0.6225 0.9032 0.1544 0.101 Uiso 0.5 1 calc R U P A 1
H37C H 0.6748 1.0026 0.1421 0.101 Uiso 0.5 1 calc R U P A 1
O2 O 0.7680(14) 0.9704(12) 0.2416(11) 0.123(2) Uiso 0.5 1 d D . P A 1
H2E H 0.7502 0.9623 0.2919 0.184 Uiso 0.5 1 calc R U P A 1
C37' C 0.7207(9) 0.8759(7) 0.2434(7) 0.077(2) Uiso 0.5 1 d D . P B 2
H37D H 0.7770 0.8631 0.2904 0.115 Uiso 0.5 1 calc R U P B 2
H37E H 0.7121 0.8207 0.1860 0.115 Uiso 0.5 1 calc R U P B 2
H37F H 0.6380 0.8867 0.2669 0.115 Uiso 0.5 1 calc R U P B 2
O2' O 0.7770(15) 0.9683(11) 0.2226(11) 0.123(2) Uiso 0.5 1 d D . P B 2
H2F H 0.7360 0.9738 0.1759 0.184 Uiso 0.5 1 calc R U P B 2
O3 O 0.4016(5) -0.0923(4) 0.0359(4) 0.0435(12) Uiso 0.4 1 d . . P C 1
H3E H 0.3883 -0.0562 -0.0055 0.065 Uiso 0.4 1 d R U P C 1
H3F H 0.4693 -0.0575 0.0867 0.065 Uiso 0.4 1 d R U P C 1
O3' O 0.4067(6) -0.1780(5) -0.0249(5) 0.0993(19) Uiso 0.6 1 d . . P D 2
H3G H 0.3686 -0.2154 0.0093 0.149 Uiso 0.6 1 d R U P D 2
H3H H 0.4057 -0.1076 0.0094 0.149 Uiso 0.6 1 d R U P D 2


_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
N1 C1 1.463(4) . ?
N1 C3 1.467(3) . ?
N1 C5 1.466(4) . ?
N2 C7 1.497(4) . ?
N2 C2 1.507(3) . ?
N3 C6 1.472(4) . ?
N3 C15 1.480(4) . ?
N4 C23 1.492(3) . ?
N4 C4 1.493(3) . ?
N5 C35 1.467(4) . ?
N5 C31 1.467(4) . ?
N5 C33 1.478(4) . ?
N6 C14 1.487(4) . ?
N6 C32 1.489(4) . ?
N7 C22 1.497(4) . ?
N7 C34 1.498(3) . ?
N8 C36 1.494(3) . ?
N8 C30 1.496(3) . ?
C1 C2 1.505(4) . ?
C3 C4 1.510(4) . ?
C5 C6 1.510(4) . ?
C7 C9 1.504(4) . ?
C8 C9 1.386(4) . ?
C8 C13 1.395(4) . ?
C9 C10 1.396(4) . ?
C10 C11 1.386(4) . ?
C11 C12 1.383(5) . ?
C12 C13 1.384(4) . ?
C13 C14 1.502(5) . ?
C15 C17 1.506(4) . ?
C16 C21 1.385(4) . ?
C16 C17 1.388(4) . ?
C17 C18 1.386(4) . ?
C18 C19 1.385(4) . ?
C19 C20 1.380(4) . ?
C20 C21 1.394(4) . ?
C21 C22 1.509(4) . ?
C23 C25 1.503(4) . ?
C24 C29 1.391(4) . ?
C24 C25 1.399(4) . ?
C25 C26 1.387(4) . ?
C26 C27 1.389(4) . ?
C27 C28 1.384(4) . ?
C28 C29 1.391(4) . ?
C29 C30 1.503(4) . ?
C31 C32 1.520(4) . ?
C33 C34 1.517(4) . ?
C35 C36 1.520(4) . ?
C37 O2 1.405(15) . ?
C37' O2' 1.579(15) . ?

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
C1 N1 C3 110.1(2) . . ?
C1 N1 C5 111.6(2) . . ?
C3 N1 C5 111.3(2) . . ?
C7 N2 C2 112.3(2) . . ?
C6 N3 C15 112.7(2) . . ?
C23 N4 C4 112.2(2) . . ?
C35 N5 C31 110.4(2) . . ?
C35 N5 C33 110.2(2) . . ?
C31 N5 C33 110.2(2) . . ?
C14 N6 C32 112.1(2) . . ?
C22 N7 C34 113.0(2) . . ?
C36 N8 C30 111.9(2) . . ?
N1 C1 C2 113.4(2) . . ?
C1 C2 N2 111.0(2) . . ?
N1 C3 C4 111.5(2) . . ?
N4 C4 C3 110.0(2) . . ?
N1 C5 C6 113.3(2) . . ?
N3 C6 C5 110.0(2) . . ?
N2 C7 C9 112.9(2) . . ?
C9 C8 C13 121.5(3) . . ?
C8 C9 C10 119.1(3) . . ?
C8 C9 C7 119.5(3) . . ?
C10 C9 C7 121.2(3) . . ?
C11 C10 C9 119.6(3) . . ?
C10 C11 C12 120.4(3) . . ?
C13 C12 C11 120.9(3) . . ?
C12 C13 C8 118.3(3) . . ?
C12 C13 C14 121.7(3) . . ?
C8 C13 C14 119.8(3) . . ?
N6 C14 C13 114.2(3) . . ?
N3 C15 C17 111.0(2) . . ?
C21 C16 C17 121.1(3) . . ?
C18 C17 C16 118.9(3) . . ?
C18 C17 C15 120.9(3) . . ?
C16 C17 C15 120.2(3) . . ?
C19 C18 C17 120.6(3) . . ?
C20 C19 C18 120.1(3) . . ?
C19 C20 C21 120.0(3) . . ?
C16 C21 C20 119.3(3) . . ?
C16 C21 C22 120.2(3) . . ?
C20 C21 C22 120.5(3) . . ?
N7 C22 C21 110.7(2) . . ?
N4 C23 C25 112.3(2) . . ?
C29 C24 C25 120.8(2) . . ?
C26 C25 C24 119.1(2) . . ?
C26 C25 C23 120.5(2) . . ?
C24 C25 C23 120.3(2) . . ?
C25 C26 C27 120.2(3) . . ?
C28 C27 C26 120.3(3) . . ?
C27 C28 C29 120.2(3) . . ?
C24 C29 C28 119.2(2) . . ?
C24 C29 C30 120.5(2) . . ?
C28 C29 C30 120.3(3) . . ?
N8 C30 C29 112.3(2) . . ?
N5 C31 C32 113.4(2) . . ?
N6 C32 C31 112.2(2) . . ?
N5 C33 C34 111.9(2) . . ?
N7 C34 C33 110.0(2) . . ?
N5 C35 C36 111.6(2) . . ?
N8 C36 C35 109.8(2) . . ?

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
C3 N1 C1 C2 88.3(3) . . . . ?
C5 N1 C1 C2 -147.5(2) . . . . ?
N1 C1 C2 N2 73.7(3) . . . . ?
C7 N2 C2 C1 170.6(2) . . . . ?
C1 N1 C3 C4 -154.1(2) . . . . ?
C5 N1 C3 C4 81.6(3) . . . . ?
C23 N4 C4 C3 -176.5(2) . . . . ?
N1 C3 C4 N4 63.8(3) . . . . ?
C1 N1 C5 C6 87.8(3) . . . . ?
C3 N1 C5 C6 -148.8(2) . . . . ?
C15 N3 C6 C5 165.1(2) . . . . ?
N1 C5 C6 N3 68.4(3) . . . . ?
C2 N2 C7 C9 -179.7(2) . . . . ?
C13 C8 C9 C10 1.2(4) . . . . ?
C13 C8 C9 C7 -175.1(3) . . . . ?
N2 C7 C9 C8 -113.3(3) . . . . ?
N2 C7 C9 C10 70.4(4) . . . . ?
C8 C9 C10 C11 0.7(4) . . . . ?
C7 C9 C10 C11 177.0(3) . . . . ?
C9 C10 C11 C12 -2.3(5) . . . . ?
C10 C11 C12 C13 2.0(5) . . . . ?
C11 C12 C13 C8 -0.1(4) . . . . ?
C11 C12 C13 C14 -176.1(3) . . . . ?
C9 C8 C13 C12 -1.5(4) . . . . ?
C9 C8 C13 C14 174.6(3) . . . . ?
C32 N6 C14 C13 177.5(2) . . . . ?
C12 C13 C14 N6 -72.0(4) . . . . ?
C8 C13 C14 N6 112.1(3) . . . . ?
C6 N3 C15 C17 177.5(2) . . . . ?
C21 C16 C17 C18 0.0(4) . . . . ?
C21 C16 C17 C15 178.3(3) . . . . ?
N3 C15 C17 C18 45.1(4) . . . . ?
N3 C15 C17 C16 -133.2(3) . . . . ?
C16 C17 C18 C19 0.0(4) . . . . ?
C15 C17 C18 C19 -178.3(3) . . . . ?
C17 C18 C19 C20 -0.2(4) . . . . ?
C18 C19 C20 C21 0.5(5) . . . . ?
C17 C16 C21 C20 0.2(4) . . . . ?
C17 C16 C21 C22 -177.3(3) . . . . ?
C19 C20 C21 C16 -0.5(4) . . . . ?
C19 C20 C21 C22 177.0(3) . . . . ?
C34 N7 C22 C21 -171.7(3) . . . . ?
C16 C21 C22 N7 124.7(3) . . . . ?
C20 C21 C22 N7 -52.8(4) . . . . ?
C4 N4 C23 C25 -171.2(2) . . . . ?
C29 C24 C25 C26 2.4(4) . . . . ?
C29 C24 C25 C23 -175.9(2) . . . . ?
N4 C23 C25 C26 58.8(3) . . . . ?
N4 C23 C25 C24 -122.9(3) . . . . ?
C24 C25 C26 C27 0.3(4) . . . . ?
C23 C25 C26 C27 178.6(2) . . . . ?
C25 C26 C27 C28 -2.9(4) . . . . ?
C26 C27 C28 C29 2.8(4) . . . . ?
C25 C24 C29 C28 -2.5(4) . . . . ?
C25 C24 C29 C30 175.7(2) . . . . ?
C27 C28 C29 C24 -0.1(4) . . . . ?
C27 C28 C29 C30 -178.3(2) . . . . ?
C36 N8 C30 C29 167.4(2) . . . . ?
C24 C29 C30 N8 123.4(3) . . . . ?
C28 C29 C30 N8 -58.5(3) . . . . ?
C35 N5 C31 C32 -81.5(3) . . . . ?
C33 N5 C31 C32 156.4(2) . . . . ?
C14 N6 C32 C31 -171.9(2) . . . . ?
N5 C31 C32 N6 -73.9(3) . . . . ?
C35 N5 C33 C34 150.3(2) . . . . ?
C31 N5 C33 C34 -87.6(3) . . . . ?
C22 N7 C34 C33 -169.7(3) . . . . ?
N5 C33 C34 N7 -67.2(3) . . . . ?
C31 N5 C35 C36 156.5(2) . . . . ?
C33 N5 C35 C36 -81.5(3) . . . . ?
C30 N8 C36 C35 173.6(2) . . . . ?
N5 C35 C36 N8 -65.9(3) . . . . ?

_refine_diff_density_max         1.854
_refine_diff_density_min         -0.626
_refine_diff_density_rms         0.080

_shelxl_version_number           2013-4

