# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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. 
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data_sad
_database_code_depnum_ccdc_archive 'CCDC 1546379'
_audit_update_record             
;
2018-06-01 deposited with the CCDC.
2018-06-27 downloaded from the CCDC.
;
_audit_creation_date             2018-06-01
_audit_creation_method           
;
Olex2 1.2
(compiled May 18 2018 14:05:52 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H49 Co N4 O2, H2 O, 0.25(C3 H3)'
_chemical_formula_sum            'C36.75 H51.75 Co N4 O3'
_chemical_formula_weight         656.50
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
Co Co 0.3494 0.9721 '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'

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

_cell_length_a                   10.455(2)
_cell_length_b                   14.036(3)
_cell_length_c                   14.199(3)
_cell_angle_alpha                107.28(3)
_cell_angle_beta                 110.92(3)
_cell_angle_gamma                97.29(3)
_cell_volume                     1794.2(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    21656
_cell_measurement_temperature    200
_cell_measurement_theta_max      24.997
_cell_measurement_theta_min      2.317
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.517
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.487242
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2004/1 (Bruker,2004) was used for absorption correction.
R(int) was 0.1811 before and 0.0848 after correction.
The Ratio of minimum to maximum transmission is 0.4872.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic dark violet'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.215
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             702
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0657
_diffrn_reflns_av_unetI/netI     0.0588
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            21656
_diffrn_reflns_point_group_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        24.997
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_min         2.317
_diffrn_ambient_temperature      200
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            KappaCCD
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_device_type  'Incoatec Bruker AXS enraf noniusKappaCCD'
_diffrn_measurement_method       'Phi and omega scans'
_diffrn_radiation_collimation    'Montel optic'
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  'Multilayer mirrors'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Incoatec ISG250'
_diffrn_source_target            Mo
_diffrn_source_type              'Microfocus sealed tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4872
_reflns_number_total             6175
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       EvalCCD
_computing_data_collection       Collect
_computing_data_reduction        EvalCCD
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.850
_refine_diff_density_min         -0.800
_refine_diff_density_rms         0.082
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     444
_refine_ls_number_reflns         6175
_refine_ls_number_restraints     11
_refine_ls_R_factor_all          0.0975
_refine_ls_R_factor_gt           0.0733
_refine_ls_restrained_S_all      1.155
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0786P)²+4.5342P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1851
_refine_ls_wR_factor_ref         0.2089
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 H3B-O3
 0.85 with sigma of 0.02
 H3A-H3B
 1.38 with sigma of 0.02
3. Others
 Fixed Sof: C37(0.25) H37(0.25) C38(0.25) H38(0.25) C39(0.25) H39(0.25)
4.a Free rotating group:
 O3(H3A)
4.b Aromatic/amide H refined with riding coordinates:
 N1(H1), N4(H4), C18(H18), C11(H11), C17(H17), C5(H5), C9(H9), C16(H16),
 C3(H3), C15(H15), C37(H37), C38(H38), C39(H39)
4.c Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C29(H29A,H29B,H29C), C24(H24A,H24B,H24C), C32(H32A,H32B,
 H32C), C22(H22A,H22B,H22C), C33(H33A,H33B,H33C), C28(H28A,H28B,H28C), C20(H20A,
 H20B,H20C), C34(H34A,H34B,H34C), C26(H26A,H26B,H26C), C30(H30A,H30B,H30C),
 C21(H21A,H21B,H21C), C36(H36A,H36B,H36C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.61981(6) 0.28240(5) 0.66439(5) 0.0414(2) Uani 1 1 d . . . . .
N1 N 0.7002(4) 0.4223(3) 0.7154(3) 0.0420(9) Uani 1 1 d . . . . .
H1 H 0.726779 0.462026 0.783673 0.050 Uiso 1 1 calc R . . . .
N2 N 0.5873(4) 0.2925(3) 0.5301(3) 0.0422(9) Uani 1 1 d . . . . .
C23 C 0.7585(5) 0.5419(4) 0.3829(4) 0.0522(12) Uani 1 1 d . . . . .
N4 N 0.5790(4) 0.2718(3) 0.7788(3) 0.0465(9) Uani 1 1 d . . . . .
H4 H 0.623102 0.319137 0.844653 0.056 Uiso 1 1 calc R . . . .
C25 C 0.7077(7) 0.6381(6) 0.3805(6) 0.0797(19) Uani 1 1 d . . . . .
H25A H 0.718070 0.656280 0.321555 0.120 Uiso 1 1 calc GR . . . .
H25B H 0.764595 0.695435 0.449824 0.120 Uiso 1 1 calc GR . . . .
H25C H 0.607772 0.624815 0.368421 0.120 Uiso 1 1 calc GR . . . .
C18 C 0.4689(5) 0.1758(4) 0.3328(4) 0.0532(12) Uani 1 1 d . . . . .
H18 H 0.503178 0.226653 0.309681 0.064 Uiso 1 1 calc R . . . .
C29 C 0.4731(7) 0.3334(5) 0.9690(5) 0.0743(18) Uani 1 1 d . . . . .
H29A H 0.375124 0.327617 0.921927 0.112 Uiso 1 1 calc GR . . . .
H29B H 0.538559 0.374676 0.952248 0.112 Uiso 1 1 calc GR . . . .
H29C H 0.489735 0.366916 1.045069 0.112 Uiso 1 1 calc GR . . . .
C11 C 0.3239(5) 0.0724(4) 0.7828(4) 0.0527(12) Uani 1 1 d . . . . .
H11 H 0.292072 0.051528 0.830223 0.063 Uiso 1 1 calc R . . . .
N3 N 0.4767(4) 0.1621(3) 0.5859(3) 0.0426(9) Uani 1 1 d . . . . .
C10 C 0.2547(5) 0.0093(4) 0.6705(4) 0.0522(12) Uani 1 1 d . . . . .
C17 C 0.3885(6) 0.0795(4) 0.2561(4) 0.0588(13) Uani 1 1 d . . . . .
H17 H 0.367663 0.064590 0.181654 0.071 Uiso 1 1 calc R . . . .
C12 C 0.4311(5) 0.1596(4) 0.8282(4) 0.0502(12) Uani 1 1 d . . . . .
C5 C 0.7919(5) 0.5836(4) 0.5784(4) 0.0477(11) Uani 1 1 d . . . . .
H5 H 0.837758 0.651856 0.590742 0.057 Uiso 1 1 calc R . . . .
C24 C 0.9171(6) 0.5646(4) 0.4077(5) 0.0585(13) Uani 1 1 d . . . . .
H24A H 0.970962 0.619339 0.479401 0.088 Uiso 1 1 calc GR . . . .
H24B H 0.932434 0.586952 0.352582 0.088 Uiso 1 1 calc GR . . . .
H24C H 0.949196 0.501796 0.406987 0.088 Uiso 1 1 calc GR . . . .
C13 C 0.5016(5) 0.2010(3) 0.4421(4) 0.0418(10) Uani 1 1 d . . . . .
C4 C 0.7346(5) 0.5097(4) 0.4699(4) 0.0482(11) Uani 1 1 d . . . . .
C32 C 0.1964(7) -0.1606(5) 0.6850(7) 0.083(2) Uani 1 1 d . . . . .
H32A H 0.242358 -0.124712 0.764016 0.124 Uiso 1 1 calc GR . . . .
H32B H 0.266205 -0.184039 0.658963 0.124 Uiso 1 1 calc GR . . . .
H32C H 0.119700 -0.220369 0.666149 0.124 Uiso 1 1 calc GR . . . .
C6 C 0.7864(5) 0.5644(4) 0.6647(4) 0.0445(11) Uani 1 1 d . . . . .
C9 C 0.2998(5) 0.0373(4) 0.6018(4) 0.0496(11) Uani 1 1 d . . . . .
H9 H 0.253147 -0.002068 0.526115 0.060 Uiso 1 1 calc R . . . .
C22 C 0.7432(7) 0.6618(4) 0.8283(5) 0.0635(15) Uani 1 1 d . . . . .
H22A H 0.734767 0.611282 0.862255 0.095 Uiso 1 1 calc GR . . . .
H22B H 0.651011 0.652234 0.770244 0.095 Uiso 1 1 calc GR . . . .
H22C H 0.773641 0.731848 0.882862 0.095 Uiso 1 1 calc GR . . . .
C33 C 0.0184(6) -0.0584(4) 0.6643(5) 0.0665(15) Uani 1 1 d . . . . .
H33A H -0.022437 -0.012344 0.629044 0.100 Uiso 1 1 calc GR . . . .
H33B H 0.057263 -0.023134 0.743273 0.100 Uiso 1 1 calc GR . . . .
H33C H -0.055587 -0.121218 0.641708 0.100 Uiso 1 1 calc GR . . . .
C28 C 0.6566(6) 0.2301(6) 0.9996(5) 0.0741(18) Uani 1 1 d . . . . .
H28A H 0.695527 0.264170 1.078631 0.111 Uiso 1 1 calc GR . . . .
H28B H 0.706559 0.269508 0.970673 0.111 Uiso 1 1 calc GR . . . .
H28C H 0.669045 0.159913 0.980878 0.111 Uiso 1 1 calc GR . . . .
C16 C 0.3387(5) 0.0054(4) 0.2888(4) 0.0538(12) Uani 1 1 d . . . . .
H16 H 0.285496 -0.061659 0.236751 0.065 Uiso 1 1 calc R . . . .
C1 C 0.7159(4) 0.4601(3) 0.6439(4) 0.0419(10) Uani 1 1 d . . . . .
C3 C 0.6642(5) 0.4132(4) 0.4506(4) 0.0496(11) Uani 1 1 d . . . . .
H3 H 0.621732 0.363994 0.378398 0.060 Uiso 1 1 calc R . . . .
C31 C 0.1352(6) -0.0868(4) 0.6320(5) 0.0578(13) Uani 1 1 d . . . . .
C7 C 0.4797(5) 0.1888(4) 0.7553(4) 0.0453(11) Uani 1 1 d . . . . .
C14 C 0.4422(5) 0.1255(3) 0.4731(4) 0.0417(10) Uani 1 1 d . . . . .
C2 C 0.6517(5) 0.3833(3) 0.5340(4) 0.0432(10) Uani 1 1 d . . . . .
C27 C 0.4977(6) 0.2251(5) 0.9501(4) 0.0618(14) Uani 1 1 d . . . . .
C15 C 0.3649(5) 0.0271(3) 0.3951(4) 0.0457(11) Uani 1 1 d . . . . .
H15 H 0.330232 -0.025046 0.416463 0.055 Uiso 1 1 calc R . . . .
C20 C 0.9769(6) 0.6159(5) 0.8515(5) 0.0657(15) Uani 1 1 d . . . . .
H20A H 1.049742 0.613521 0.823193 0.099 Uiso 1 1 calc GR . . . .
H20B H 0.942265 0.547739 0.851648 0.099 Uiso 1 1 calc GR . . . .
H20C H 1.017605 0.667112 0.925722 0.099 Uiso 1 1 calc GR . . . .
C34 C 0.0697(8) -0.1419(5) 0.5075(5) 0.089(2) Uani 1 1 d . . . . .
H34A H 0.140403 -0.169076 0.485199 0.134 Uiso 1 1 calc GR . . . .
H34B H 0.039551 -0.092581 0.473247 0.134 Uiso 1 1 calc GR . . . .
H34C H -0.012572 -0.198929 0.485067 0.134 Uiso 1 1 calc GR . . . .
C26 C 0.6799(9) 0.4570(6) 0.2700(5) 0.108(3) Uani 1 1 d . . . . .
H26A H 0.706058 0.477898 0.217916 0.162 Uiso 1 1 calc GR . . . .
H26B H 0.577345 0.445928 0.247835 0.162 Uiso 1 1 calc GR . . . .
H26C H 0.705919 0.392671 0.271820 0.162 Uiso 1 1 calc GR . . . .
C19 C 0.8542(6) 0.6460(4) 0.7800(4) 0.0558(13) Uani 1 1 d . . . . .
C30 C 0.4302(7) 0.1768(6) 1.0109(5) 0.085(2) Uani 1 1 d . . . . .
H30A H 0.328610 0.172966 0.982649 0.127 Uiso 1 1 calc GR . . . .
H30B H 0.475641 0.219591 1.088484 0.127 Uiso 1 1 calc GR . . . .
H30C H 0.443367 0.107118 1.000403 0.127 Uiso 1 1 calc GR . . . .
C8 C 0.4153(5) 0.1242(4) 0.6412(4) 0.0444(10) Uani 1 1 d . . . . .
C21 C 0.9138(8) 0.7520(4) 0.7810(6) 0.084(2) Uani 1 1 d . . . . .
H21A H 0.837902 0.772178 0.732935 0.126 Uiso 1 1 calc GR . . . .
H21B H 0.989434 0.748281 0.755576 0.126 Uiso 1 1 calc GR . . . .
H21C H 0.952223 0.803351 0.854972 0.126 Uiso 1 1 calc GR . . . .
O1 O 0.7955(3) 0.2351(2) 0.6956(3) 0.0476(8) Uani 1 1 d . . . . .
O2 O 0.9253(4) 0.3529(3) 0.8624(3) 0.0726(12) Uani 1 1 d . . . . .
C35 C 0.9081(5) 0.2782(4) 0.7835(4) 0.0483(11) Uani 1 1 d . . . . .
C36 C 1.0318(7) 0.2337(6) 0.7867(5) 0.090(2) Uani 1 1 d . . . . .
H36A H 1.064751 0.246925 0.734151 0.134 Uiso 1 1 calc GR . . . .
H36B H 1.002790 0.158965 0.768464 0.134 Uiso 1 1 calc GR . . . .
H36C H 1.108829 0.266016 0.859710 0.134 Uiso 1 1 calc GR . . . .
O3 O 0.8014(4) 0.4818(3) 0.9642(3) 0.0658(10) Uani 1 1 d D . . . .
H3A H 0.820642 0.428851 0.930019 0.099 Uiso 1 1 d DG . . . .
C37 C 0.050(3) 0.056(2) 0.950(2) 0.091(10) Uani 0.25 1 d . . P . .
H37 H 0.080131 0.089210 0.908964 0.109 Uiso 0.25 1 calc R . P . .
C38 C 0.122(4) -0.002(3) 0.995(2) 0.101(11) Uani 0.25 1 d . . P . .
H38 H 0.215781 0.002014 1.000019 0.121 Uiso 0.25 1 calc R . P . .
C39 C 0.071(3) -0.067(3) 1.035(2) 0.112(13) Uani 0.25 1 d . . P . .
H39 H 0.117269 -0.117706 1.051882 0.134 Uiso 0.25 1 calc R . P . .
H3B H 0.840(7) 0.544(3) 1.023(5) 0.14(3) Uiso 1 1 d D . . . .


_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 N1 1.841(4) . ?
Co1 N2 1.866(4) . ?
Co1 N4 1.861(4) . ?
Co1 N3 1.839(4) . ?
Co1 O1 1.978(3) . ?
N1 H1 0.8800 . ?
N1 C1 1.325(6) . ?
N2 C13 1.402(6) . ?
N2 C2 1.340(6) . ?
C23 C25 1.517(8) . ?
C23 C24 1.536(7) . ?
C23 C4 1.522(7) . ?
C23 C26 1.531(8) . ?
N4 H4 0.8800 . ?
N4 C7 1.328(6) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C18 H18 0.9500 . ?
C18 C17 1.380(7) . ?
C18 C13 1.385(7) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C29 C27 1.534(9) . ?
C11 H11 0.9500 . ?
C11 C10 1.424(7) . ?
C11 C12 1.355(7) . ?
N3 C14 1.418(6) . ?
N3 C8 1.354(6) . ?
C10 C9 1.355(7) . ?
C10 C31 1.525(7) . ?
C17 H17 0.9500 . ?
C17 C16 1.375(8) . ?
C12 C7 1.440(7) . ?
C12 C27 1.535(7) . ?
C5 H5 0.9500 . ?
C5 C4 1.428(7) . ?
C5 C6 1.350(7) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C13 C14 1.417(6) . ?
C4 C3 1.354(7) . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C32 C31 1.529(9) . ?
C6 C1 1.445(6) . ?
C6 C19 1.532(7) . ?
C9 H9 0.9500 . ?
C9 C8 1.413(7) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C22 C19 1.552(7) . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C33 C31 1.509(8) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C28 C27 1.539(8) . ?
C16 H16 0.9500 . ?
C16 C15 1.362(7) . ?
C1 C2 1.455(6) . ?
C3 H3 0.9500 . ?
C3 C2 1.409(7) . ?
C31 C34 1.543(8) . ?
C7 C8 1.448(7) . ?
C14 C15 1.398(6) . ?
C27 C30 1.538(8) . ?
C15 H15 0.9500 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C20 C19 1.522(8) . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C19 C21 1.533(8) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
O1 C35 1.277(6) . ?
O2 C35 1.224(6) . ?
C35 C36 1.498(7) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
O3 H3A 0.8490 . ?
O3 H3B 0.932(17) . ?
C37 H37 0.9500 . ?
C37 C38 1.34(5) . ?
C37 C39 1.37(4) 2_557 ?
C38 H38 0.9500 . ?
C38 C39 1.35(5) . ?
C39 H39 0.9500 . ?

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
N1 Co1 N2 82.95(17) . . ?
N1 Co1 N4 100.83(17) . . ?
N1 Co1 O1 98.69(15) . . ?
N2 Co1 O1 101.18(15) . . ?
N4 Co1 N2 157.92(17) . . ?
N4 Co1 O1 99.73(16) . . ?
N3 Co1 N1 156.00(17) . . ?
N3 Co1 N2 85.21(17) . . ?
N3 Co1 N4 82.92(17) . . ?
N3 Co1 O1 104.05(15) . . ?
Co1 N1 H1 121.8 . . ?
C1 N1 Co1 116.4(3) . . ?
C1 N1 H1 121.8 . . ?
C13 N2 Co1 113.2(3) . . ?
C2 N2 Co1 115.4(3) . . ?
C2 N2 C13 131.4(4) . . ?
C25 C23 C24 109.5(5) . . ?
C25 C23 C4 109.7(5) . . ?
C25 C23 C26 108.6(6) . . ?
C4 C23 C24 109.7(4) . . ?
C4 C23 C26 112.2(5) . . ?
C26 C23 C24 107.1(5) . . ?
Co1 N4 H4 121.9 . . ?
C7 N4 Co1 116.2(3) . . ?
C7 N4 H4 121.9 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C17 C18 H18 118.8 . . ?
C17 C18 C13 122.3(5) . . ?
C13 C18 H18 118.8 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C27 C29 H29A 109.5 . . ?
C27 C29 H29B 109.5 . . ?
C27 C29 H29C 109.5 . . ?
C10 C11 H11 117.1 . . ?
C12 C11 H11 117.1 . . ?
C12 C11 C10 125.9(5) . . ?
C14 N3 Co1 113.6(3) . . ?
C8 N3 Co1 116.9(3) . . ?
C8 N3 C14 129.4(4) . . ?
C11 C10 C31 119.5(5) . . ?
C9 C10 C11 117.9(5) . . ?
C9 C10 C31 122.6(5) . . ?
C18 C17 H17 120.4 . . ?
C16 C17 C18 119.2(5) . . ?
C16 C17 H17 120.4 . . ?
C11 C12 C7 116.2(5) . . ?
C11 C12 C27 122.7(5) . . ?
C7 C12 C27 121.0(4) . . ?
C4 C5 H5 117.3 . . ?
C6 C5 H5 117.3 . . ?
C6 C5 C4 125.4(5) . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N2 C13 C14 113.3(4) . . ?
C18 C13 N2 129.3(4) . . ?
C18 C13 C14 117.4(4) . . ?
C5 C4 C23 118.9(4) . . ?
C3 C4 C23 123.4(5) . . ?
C3 C4 C5 117.7(5) . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
C5 C6 C1 116.3(4) . . ?
C5 C6 C19 123.1(4) . . ?
C1 C6 C19 120.6(4) . . ?
C10 C9 H9 119.5 . . ?
C10 C9 C8 120.9(5) . . ?
C8 C9 H9 119.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C31 C33 H33A 109.5 . . ?
C31 C33 H33B 109.5 . . ?
C31 C33 H33C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
C17 C16 H16 119.6 . . ?
C15 C16 C17 120.7(5) . . ?
C15 C16 H16 119.6 . . ?
N1 C1 C6 127.3(4) . . ?
N1 C1 C2 112.6(4) . . ?
C6 C1 C2 120.1(4) . . ?
C4 C3 H3 118.9 . . ?
C4 C3 C2 122.3(5) . . ?
C2 C3 H3 118.9 . . ?
C10 C31 C32 108.2(5) . . ?
C10 C31 C34 111.7(4) . . ?
C32 C31 C34 109.3(5) . . ?
C33 C31 C10 110.5(4) . . ?
C33 C31 C32 109.4(5) . . ?
C33 C31 C34 107.8(5) . . ?
N4 C7 C12 127.9(4) . . ?
N4 C7 C8 112.8(4) . . ?
C12 C7 C8 119.3(4) . . ?
C13 C14 N3 112.2(4) . . ?
C15 C14 N3 128.3(4) . . ?
C15 C14 C13 119.5(4) . . ?
N2 C2 C1 111.5(4) . . ?
N2 C2 C3 130.4(4) . . ?
C3 C2 C1 118.1(4) . . ?
C29 C27 C12 110.3(5) . . ?
C29 C27 C28 111.6(5) . . ?
C29 C27 C30 107.0(5) . . ?
C12 C27 C28 110.0(5) . . ?
C12 C27 C30 111.3(5) . . ?
C30 C27 C28 106.6(5) . . ?
C16 C15 C14 120.7(5) . . ?
C16 C15 H15 119.7 . . ?
C14 C15 H15 119.7 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
C31 C34 H34A 109.5 . . ?
C31 C34 H34B 109.5 . . ?
C31 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C23 C26 H26A 109.5 . . ?
C23 C26 H26B 109.5 . . ?
C23 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C6 C19 C22 111.4(4) . . ?
C6 C19 C21 111.2(5) . . ?
C20 C19 C6 109.9(4) . . ?
C20 C19 C22 111.3(5) . . ?
C20 C19 C21 107.5(5) . . ?
C21 C19 C22 105.4(5) . . ?
C27 C30 H30A 109.5 . . ?
C27 C30 H30B 109.5 . . ?
C27 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
N3 C8 C9 129.3(4) . . ?
N3 C8 C7 111.0(4) . . ?
C9 C8 C7 119.6(4) . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C35 O1 Co1 124.6(3) . . ?
O1 C35 C36 115.5(4) . . ?
O2 C35 O1 126.6(5) . . ?
O2 C35 C36 117.8(5) . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
H3A O3 H3B 144.1 . . ?
C38 C37 H37 121.6 . . ?
C38 C37 C39 117(3) . 2_557 ?
C39 C37 H37 121.6 2_557 . ?
C37 C38 H38 117.8 . . ?
C37 C38 C39 124(3) . . ?
C39 C38 H38 117.8 . . ?
C37 C39 H39 121.3 2_557 . ?
C38 C39 C37 117(4) . 2_557 ?
C38 C39 H39 121.3 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1 O3 0.88 2.31 3.107(6) 150.0 . yes
N4 H4 O3 0.88 2.43 3.210(6) 147.3 . yes
O3 H3A O2 0.85 1.92 2.724(5) 156.9 . yes
O3 H3B O2 0.932(17) 2.37(6) 3.085(6) 133(5) 2_767 yes

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_def
_database_code_depnum_ccdc_archive 'CCDC 1546381'
_audit_update_record             
;
2018-06-01 deposited with the CCDC.
2018-06-27 downloaded from the CCDC.
;
_audit_creation_date             2018-06-01
_audit_creation_method           
;
Olex2 1.2
(compiled May 18 2018 14:05:52 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H14 O2'
_chemical_formula_sum            'C16 H14 O2'
_chemical_formula_weight         238.27
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   17.365(4)
_cell_length_b                   12.283(3)
_cell_length_c                   5.6968(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1215.1(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    14944
_cell_measurement_temperature    200
_cell_measurement_theta_max      24.993
_cell_measurement_theta_min      2.346
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.083208
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2004/1 (Bruker,2004) was used for absorption correction.
R(int) was 0.3027 before and 0.1135 after correction.
The Ratio of minimum to maximum transmission is 0.0832.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.303
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             504
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1311
_diffrn_reflns_av_unetI/netI     0.0593
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            14944
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        24.993
_diffrn_reflns_theta_max         24.993
_diffrn_reflns_theta_min         2.346
_diffrn_ambient_temperature      200
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    'Montel optic'
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_target            Mo
_diffrn_source_type              'Incoatec I\ms'
_reflns_Friedel_coverage         0.788
_reflns_Friedel_fraction_full    0.981
_reflns_Friedel_fraction_max     0.981
_reflns_number_gt                1819
_reflns_number_total             2120
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       EvalCCD
_computing_data_collection       Collect
_computing_data_reduction        EvalCCD
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.204
_refine_diff_density_min         -0.208
_refine_diff_density_rms         0.053
_refine_ls_abs_structure_details 
;
 Flack x determined using 689 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.2(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     164
_refine_ls_number_reflns         2120
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0579
_refine_ls_R_factor_gt           0.0441
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0499P)²+0.2892P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1018
_refine_ls_wR_factor_ref         0.1141
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C2(H2)
2.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B)
2.c Aromatic/amide H refined with riding coordinates:
 C16(H16), C5(H5), C8(H8), C12(H12), C13(H13), C11(H11), C10(H10), C15(H15)
2.d Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O2 O 0.34597(13) 0.50696(19) 0.5765(5) 0.0402(6) Uani 1 1 d . . . . .
O1 O 0.30097(16) 0.6181(2) 0.8533(6) 0.0491(7) Uani 1 1 d . . . . .
C1 C 0.2899(2) 0.5434(3) 0.7242(7) 0.0379(9) Uani 1 1 d . . . . .
C16 C 0.1769(2) 0.5946(3) 0.3382(7) 0.0365(8) Uani 1 1 d . . . . .
H16 H 0.226979 0.584027 0.275025 0.044 Uiso 1 1 calc R . . . .
C9 C 0.02917(19) 0.6267(2) 0.5252(6) 0.0308(8) Uani 1 1 d . . . . .
C5 C 0.3579(2) 0.3839(3) 0.2593(7) 0.0453(10) Uani 1 1 d . . . . .
H5 H 0.337707 0.322852 0.177659 0.054 Uiso 1 1 calc R . . . .
C8 C 0.08486(19) 0.5630(3) 0.6441(6) 0.0314(8) Uani 1 1 d . . . . .
H8 H 0.071568 0.530470 0.789936 0.038 Uiso 1 1 calc R . . . .
C7 C 0.1574(2) 0.5468(2) 0.5553(6) 0.0321(7) Uani 1 1 d . . . . .
C12 C -0.0766(2) 0.7567(3) 0.2818(7) 0.0429(9) Uani 1 1 d . . . . .
H12 H -0.112698 0.800666 0.199649 0.051 Uiso 1 1 calc R . . . .
C13 C -0.0054(2) 0.7392(3) 0.1897(7) 0.0410(9) Uani 1 1 d . . . . .
H13 H 0.007563 0.770873 0.042808 0.049 Uiso 1 1 calc R . . . .
C2 C 0.2161(2) 0.4784(3) 0.6859(7) 0.0366(8) Uani 1 1 d . . . . .
H2 H 0.194491 0.455470 0.840843 0.044 Uiso 1 1 calc R . . . .
C11 C -0.0969(2) 0.7099(3) 0.4984(7) 0.0418(9) Uani 1 1 d . . . . .
H11 H -0.146558 0.722812 0.562846 0.050 Uiso 1 1 calc R . . . .
C14 C 0.0496(2) 0.6748(2) 0.3088(6) 0.0341(8) Uani 1 1 d . . . . .
C3 C 0.2454(2) 0.3783(3) 0.5522(9) 0.0447(10) Uani 1 1 d . . . . .
H3A H 0.255435 0.316840 0.660443 0.054 Uiso 1 1 calc R . . . .
H3B H 0.207898 0.354840 0.431428 0.054 Uiso 1 1 calc R . . . .
C4 C 0.3188(2) 0.4184(3) 0.4415(8) 0.0403(9) Uani 1 1 d . . . . .
C6 C 0.4311(2) 0.4314(3) 0.1676(8) 0.0515(11) Uani 1 1 d . . . . .
H6A H 0.447906 0.490660 0.270716 0.077 Uiso 1 1 calc GR . . . .
H6B H 0.422636 0.459735 0.008923 0.077 Uiso 1 1 calc GR . . . .
H6C H 0.470922 0.374817 0.162965 0.077 Uiso 1 1 calc GR . . . .
C10 C -0.0453(2) 0.6458(3) 0.6168(7) 0.0361(8) Uani 1 1 d . . . . .
H10 H -0.059780 0.613759 0.762129 0.043 Uiso 1 1 calc R . . . .
C15 C 0.1249(2) 0.6554(3) 0.2185(6) 0.0374(8) Uani 1 1 d . . . . .
H15 H 0.138981 0.685845 0.071287 0.045 Uiso 1 1 calc R . . . .


_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
O2 C1 1.362(4) . ?
O2 C4 1.413(4) . ?
O1 C1 1.192(4) . ?
C1 C2 1.525(5) . ?
C16 H16 0.9500 . ?
C16 C7 1.410(5) . ?
C16 C15 1.356(5) . ?
C9 C8 1.417(5) . ?
C9 C14 1.412(5) . ?
C9 C10 1.415(5) . ?
C5 H5 0.9500 . ?
C5 C4 1.310(6) . ?
C5 C6 1.493(6) . ?
C8 H8 0.9500 . ?
C8 C7 1.373(5) . ?
C7 C2 1.515(5) . ?
C12 H12 0.9500 . ?
C12 C13 1.360(5) . ?
C12 C11 1.406(6) . ?
C13 H13 0.9500 . ?
C13 C14 1.415(5) . ?
C2 H2 1.0000 . ?
C2 C3 1.533(5) . ?
C11 H11 0.9500 . ?
C11 C10 1.371(5) . ?
C14 C15 1.424(5) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.506(5) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C10 H10 0.9500 . ?
C15 H15 0.9500 . ?

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 O2 C4 110.5(3) . . ?
O2 C1 C2 109.9(3) . . ?
O1 C1 O2 121.3(3) . . ?
O1 C1 C2 128.8(4) . . ?
C7 C16 H16 119.6 . . ?
C15 C16 H16 119.6 . . ?
C15 C16 C7 120.7(3) . . ?
C14 C9 C8 118.5(3) . . ?
C14 C9 C10 118.9(3) . . ?
C10 C9 C8 122.6(3) . . ?
C4 C5 H5 116.8 . . ?
C4 C5 C6 126.3(4) . . ?
C6 C5 H5 116.8 . . ?
C9 C8 H8 119.0 . . ?
C7 C8 C9 122.0(3) . . ?
C7 C8 H8 119.0 . . ?
C16 C7 C2 120.0(3) . . ?
C8 C7 C16 118.9(3) . . ?
C8 C7 C2 121.1(3) . . ?
C13 C12 H12 119.9 . . ?
C13 C12 C11 120.1(4) . . ?
C11 C12 H12 119.9 . . ?
C12 C13 H13 119.4 . . ?
C12 C13 C14 121.2(4) . . ?
C14 C13 H13 119.4 . . ?
C1 C2 H2 109.7 . . ?
C1 C2 C3 102.3(3) . . ?
C7 C2 C1 110.2(3) . . ?
C7 C2 H2 109.7 . . ?
C7 C2 C3 115.0(3) . . ?
C3 C2 H2 109.7 . . ?
C12 C11 H11 119.9 . . ?
C10 C11 C12 120.2(4) . . ?
C10 C11 H11 119.9 . . ?
C9 C14 C13 118.8(3) . . ?
C9 C14 C15 118.5(3) . . ?
C13 C14 C15 122.7(3) . . ?
C2 C3 H3A 111.1 . . ?
C2 C3 H3B 111.1 . . ?
H3A C3 H3B 109.1 . . ?
C4 C3 C2 103.1(3) . . ?
C4 C3 H3A 111.1 . . ?
C4 C3 H3B 111.1 . . ?
O2 C4 C3 107.8(3) . . ?
C5 C4 O2 120.5(4) . . ?
C5 C4 C3 131.7(4) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C9 C10 H10 119.6 . . ?
C11 C10 C9 120.8(4) . . ?
C11 C10 H10 119.6 . . ?
C16 C15 C14 121.4(3) . . ?
C16 C15 H15 119.3 . . ?
C14 C15 H15 119.3 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_sad_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1546380'
_audit_update_record             
;
2018-06-01 deposited with the CCDC.
2018-06-27 downloaded from the CCDC.
;
_audit_creation_date             2018-06-01
_audit_creation_method           
;
Olex2 1.2
(compiled May 18 2018 14:05:52 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C34 H46 Cl Co N4, C2 H3 N'
_chemical_formula_sum            'C36 H49 Cl Co N5'
_chemical_formula_weight         646.18
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   14.519(3)
_cell_length_b                   16.983(3)
_cell_length_c                   14.819(3)
_cell_angle_alpha                90
_cell_angle_beta                 108.83(3)
_cell_angle_gamma                90
_cell_volume                     3458.5(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    38863
_cell_measurement_temperature    200
_cell_measurement_theta_max      27.997
_cell_measurement_theta_min      2.671
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.605
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.877920
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2004/1 (Bruker,2004) was used for absorption correction.
R(int) was 0.1059 before and 0.0359 after correction.
The Ratio of minimum to maximum transmission is 0.8779.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.241
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1376
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0394
_diffrn_reflns_av_unetI/netI     0.0307
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            38863
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.997
_diffrn_reflns_theta_min         2.671
_diffrn_ambient_temperature      200
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_target            Mo
_diffrn_source_type              'Incoatec I\ms'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6573
_reflns_number_total             8257
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'Bruker Enraf Nonius kappa CCD'
_computing_data_collection       Collect
_computing_data_reduction        EvalCCD
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.415
_refine_diff_density_min         -0.318
_refine_diff_density_rms         0.060
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.142
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     401
_refine_ls_number_reflns         8257
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0555
_refine_ls_R_factor_gt           0.0350
_refine_ls_restrained_S_all      1.142
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0286P)²+2.2127P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0770
_refine_ls_wR_factor_ref         0.0918
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N4(H4), N1(H1), C11(H11), C17(H17), C18(H18), C15(H15), C16(H16), C5(H5),
 C9(H9), C3(H3)
2.b Idealised Me refined as rotating group:
 C28(H28A,H28B,H28C), C29(H29A,H29B,H29C), C21(H21A,H21B,H21C), C20(H20A,H20B,
 H20C), C22(H22A,H22B,H22C), C30(H30A,H30B,H30C), C25(H25A,H25B,H25C), C33(H33A,
 H33B,H33C), C34(H34A,H34B,H34C), C24(H24A,H24B,H24C), C32(H32A,H32B,H32C),
 C26(H26A,H26B,H26C), C36(H36A,H36B,H36C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.64198(2) 0.97788(2) 0.46684(2) 0.01751(7) Uani 1 1 d . . . . .
Cl1 Cl 0.64821(3) 1.01530(3) 0.61830(3) 0.02607(10) Uani 1 1 d . . . . .
N4 N 0.55964(10) 0.89093(9) 0.43739(11) 0.0199(3) Uani 1 1 d . . . . .
H4 H 0.495926 0.896040 0.418331 0.024 Uiso 1 1 calc R . . . .
N3 N 0.73704(10) 0.90132(8) 0.49797(10) 0.0180(3) Uani 1 1 d . . . . .
N2 N 0.74131(10) 1.04391(9) 0.45915(10) 0.0182(3) Uani 1 1 d . . . . .
C6 C 0.56652(12) 1.17777(10) 0.30018(12) 0.0189(3) Uani 1 1 d . . . . .
C14 C 0.83075(12) 0.93413(10) 0.53601(12) 0.0179(3) Uani 1 1 d . . . . .
N1 N 0.56444(10) 1.05201(9) 0.38665(11) 0.0203(3) Uani 1 1 d . . . . .
H1 H 0.500712 1.047111 0.364857 0.024 Uiso 1 1 calc R . . . .
C11 C 0.61878(13) 0.68087(11) 0.43399(13) 0.0233(4) Uani 1 1 d . . . . .
H11 H 0.590600 0.629923 0.420852 0.028 Uiso 1 1 calc R . . . .
C4 C 0.73130(12) 1.23518(10) 0.33620(12) 0.0189(3) Uani 1 1 d . . . . .
C17 C 1.00046(13) 1.02020(12) 0.61510(13) 0.0244(4) Uani 1 1 d . . . . .
H17 H 1.058922 1.049149 0.641944 0.029 Uiso 1 1 calc R . . . .
C8 C 0.70777(12) 0.82607(10) 0.48241(12) 0.0180(3) Uani 1 1 d . . . . .
C18 C 0.91841(12) 1.05804(11) 0.55555(13) 0.0218(4) Uani 1 1 d . . . . .
H18 H 0.920546 1.112680 0.542616 0.026 Uiso 1 1 calc R . . . .
C13 C 0.83302(12) 1.01542(10) 0.51493(12) 0.0177(3) Uani 1 1 d . . . . .
C10 C 0.72326(13) 0.68647(11) 0.46397(13) 0.0222(4) Uani 1 1 d . . . . .
C15 C 0.91334(13) 0.89742(11) 0.59724(13) 0.0230(4) Uani 1 1 d . . . . .
H15 H 0.911693 0.843208 0.612454 0.028 Uiso 1 1 calc R . . . .
C16 C 0.99811(13) 0.94100(12) 0.63577(13) 0.0251(4) Uani 1 1 d . . . . .
H16 H 1.054886 0.916122 0.676635 0.030 Uiso 1 1 calc R . . . .
C5 C 0.62850(12) 1.23564(11) 0.29055(12) 0.0207(3) Uani 1 1 d . . . . .
H5 H 0.601014 1.279138 0.250636 0.025 Uiso 1 1 calc R . . . .
C28 C 0.39705(14) 0.76383(13) 0.45504(15) 0.0307(4) Uani 1 1 d . . . . .
H28A H 0.421246 0.733378 0.514188 0.046 Uiso 1 1 calc GR . . . .
H28B H 0.326360 0.757444 0.427970 0.046 Uiso 1 1 calc GR . . . .
H28C H 0.412664 0.819620 0.468685 0.046 Uiso 1 1 calc GR . . . .
C12 C 0.55711(12) 0.74380(11) 0.42308(12) 0.0202(3) Uani 1 1 d . . . . .
C2 C 0.71456(12) 1.11058(10) 0.40834(12) 0.0176(3) Uani 1 1 d . . . . .
C27 C 0.44562(12) 0.73403(11) 0.38314(14) 0.0233(4) Uani 1 1 d . . . . .
C23 C 0.79426(13) 1.30478(11) 0.32541(13) 0.0213(4) Uani 1 1 d . . . . .
C29 C 0.40452(14) 0.77836(13) 0.28775(14) 0.0303(4) Uani 1 1 d . . . . .
H29A H 0.334093 0.769858 0.261845 0.045 Uiso 1 1 calc GR . . . .
H29B H 0.435534 0.758620 0.242479 0.045 Uiso 1 1 calc GR . . . .
H29C H 0.417806 0.834786 0.298296 0.045 Uiso 1 1 calc GR . . . .
C7 C 0.60217(12) 0.82063(10) 0.44667(12) 0.0180(3) Uani 1 1 d . . . . .
C9 C 0.76615(12) 0.75832(11) 0.48851(13) 0.0214(4) Uani 1 1 d . . . . .
H9 H 0.835055 0.762825 0.509636 0.026 Uiso 1 1 calc R . . . .
C21 C 0.43215(14) 1.25207(12) 0.17723(15) 0.0314(4) Uani 1 1 d . . . . .
H21A H 0.451722 1.300957 0.213497 0.047 Uiso 1 1 calc GR . . . .
H21B H 0.361991 1.253253 0.143288 0.047 Uiso 1 1 calc GR . . . .
H21C H 0.467329 1.246952 0.131130 0.047 Uiso 1 1 calc GR . . . .
C1 C 0.60936(12) 1.11343(10) 0.36319(12) 0.0182(3) Uani 1 1 d . . . . .
C19 C 0.45635(12) 1.18152(11) 0.24591(13) 0.0234(4) Uani 1 1 d . . . . .
C3 C 0.77326(12) 1.17209(10) 0.39280(13) 0.0200(3) Uani 1 1 d . . . . .
H3 H 0.841921 1.169864 0.421531 0.024 Uiso 1 1 calc R . . . .
C20 C 0.39900(13) 1.19203(13) 0.31612(15) 0.0309(4) Uani 1 1 d . . . . .
H20A H 0.413074 1.147957 0.361223 0.046 Uiso 1 1 calc GR . . . .
H20B H 0.329154 1.193283 0.280755 0.046 Uiso 1 1 calc GR . . . .
H20C H 0.418236 1.241539 0.351117 0.046 Uiso 1 1 calc GR . . . .
C22 C 0.42210(15) 1.10710(12) 0.18492(14) 0.0308(4) Uani 1 1 d . . . . .
H22A H 0.460839 1.100188 0.142224 0.046 Uiso 1 1 calc GR . . . .
H22B H 0.353276 1.112677 0.147036 0.046 Uiso 1 1 calc GR . . . .
H22C H 0.430370 1.061077 0.226686 0.046 Uiso 1 1 calc GR . . . .
C30 C 0.41679(14) 0.64727(13) 0.36319(17) 0.0334(5) Uani 1 1 d . . . . .
H30A H 0.441202 0.617027 0.422473 0.050 Uiso 1 1 calc GR . . . .
H30B H 0.445007 0.626416 0.316283 0.050 Uiso 1 1 calc GR . . . .
H30C H 0.345729 0.642962 0.338051 0.050 Uiso 1 1 calc GR . . . .
C31 C 0.78196(14) 0.61149(11) 0.46315(15) 0.0277(4) Uani 1 1 d . . . . .
C25 C 0.88315(15) 1.27580(13) 0.30137(18) 0.0365(5) Uani 1 1 d . . . . .
H25A H 0.923572 1.243104 0.353713 0.055 Uiso 1 1 calc GR . . . .
H25B H 0.921076 1.321091 0.292350 0.055 Uiso 1 1 calc GR . . . .
H25C H 0.861848 1.244592 0.242633 0.055 Uiso 1 1 calc GR . . . .
C33 C 0.74956(18) 0.57681(14) 0.36218(16) 0.0386(5) Uani 1 1 d . . . . .
H33A H 0.680628 0.562294 0.343692 0.058 Uiso 1 1 calc GR . . . .
H33B H 0.788470 0.529917 0.360935 0.058 Uiso 1 1 calc GR . . . .
H33C H 0.758870 0.616044 0.317415 0.058 Uiso 1 1 calc GR . . . .
C34 C 0.89103(16) 0.62804(15) 0.4923(2) 0.0507(7) Uani 1 1 d . . . . .
H34A H 0.903547 0.666937 0.448841 0.076 Uiso 1 1 calc GR . . . .
H34B H 0.925780 0.579157 0.489303 0.076 Uiso 1 1 calc GR . . . .
H34C H 0.913761 0.648648 0.557583 0.076 Uiso 1 1 calc GR . . . .
C24 C 0.82750(17) 1.34961(13) 0.42031(15) 0.0341(5) Uani 1 1 d . . . . .
H24A H 0.770421 1.368809 0.435235 0.051 Uiso 1 1 calc GR . . . .
H24B H 0.868127 1.394374 0.415204 0.051 Uiso 1 1 calc GR . . . .
H24C H 0.865197 1.314297 0.471139 0.051 Uiso 1 1 calc GR . . . .
C32 C 0.76411(19) 0.55114(14) 0.53229(17) 0.0426(5) Uani 1 1 d . . . . .
H32A H 0.784448 0.573301 0.596800 0.064 Uiso 1 1 calc GR . . . .
H32B H 0.801756 0.503358 0.531708 0.064 Uiso 1 1 calc GR . . . .
H32C H 0.694690 0.538094 0.512678 0.064 Uiso 1 1 calc GR . . . .
C26 C 0.73861(16) 1.36256(13) 0.24717(16) 0.0354(5) Uani 1 1 d . . . . .
H26A H 0.711009 1.334079 0.186930 0.053 Uiso 1 1 calc GR . . . .
H26B H 0.783250 1.403317 0.239419 0.053 Uiso 1 1 calc GR . . . .
H26C H 0.686039 1.387181 0.265185 0.053 Uiso 1 1 calc GR . . . .
C35 C 0.4704(2) 0.43777(17) 0.3424(2) 0.0512(6) Uani 1 1 d . . . . .
C36 C 0.36786(19) 0.44407(19) 0.2891(2) 0.0569(7) Uani 1 1 d . . . . .
H36A H 0.338060 0.484160 0.318417 0.085 Uiso 1 1 calc GR . . . .
H36B H 0.336175 0.393201 0.289653 0.085 Uiso 1 1 calc GR . . . .
H36C H 0.359871 0.459133 0.223188 0.085 Uiso 1 1 calc GR . . . .
N5 N 0.5506(2) 0.4328(2) 0.3812(2) 0.0898(10) Uani 1 1 d . . . . .


_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 Cl1 2.3064(7) . ?
Co1 N4 1.8609(15) . ?
Co1 N3 1.8431(14) . ?
Co1 N2 1.8592(14) . ?
Co1 N1 1.8441(15) . ?
N4 H4 0.8800 . ?
N4 C7 1.331(2) . ?
N3 C14 1.409(2) . ?
N3 C8 1.343(2) . ?
N2 C13 1.407(2) . ?
N2 C2 1.346(2) . ?
C6 C5 1.371(2) . ?
C6 C1 1.441(2) . ?
C6 C19 1.542(2) . ?
C14 C13 1.418(2) . ?
C14 C15 1.396(2) . ?
N1 H1 0.8800 . ?
N1 C1 1.334(2) . ?
C11 H11 0.9500 . ?
C11 C10 1.440(3) . ?
C11 C12 1.370(3) . ?
C4 C5 1.426(2) . ?
C4 C23 1.534(2) . ?
C4 C3 1.376(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.390(3) . ?
C17 C16 1.382(3) . ?
C8 C7 1.455(2) . ?
C8 C9 1.415(2) . ?
C18 H18 0.9500 . ?
C18 C13 1.394(2) . ?
C10 C9 1.365(3) . ?
C10 C31 1.534(2) . ?
C15 H15 0.9500 . ?
C15 C16 1.391(3) . ?
C16 H16 0.9500 . ?
C5 H5 0.9500 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C28 C27 1.541(3) . ?
C12 C27 1.543(2) . ?
C12 C7 1.451(2) . ?
C2 C1 1.457(2) . ?
C2 C3 1.413(2) . ?
C27 C29 1.542(3) . ?
C27 C30 1.534(3) . ?
C23 C25 1.527(3) . ?
C23 C24 1.534(3) . ?
C23 C26 1.535(3) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C9 H9 0.9500 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C21 C19 1.538(3) . ?
C19 C20 1.539(3) . ?
C19 C22 1.540(3) . ?
C3 H3 0.9500 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 C33 1.534(3) . ?
C31 C34 1.527(3) . ?
C31 C32 1.529(3) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C35 C36 1.446(4) . ?
C35 N5 1.124(4) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N4 Co1 Cl1 105.50(5) . . ?
N3 Co1 Cl1 99.20(5) . . ?
N3 Co1 N4 82.61(7) . . ?
N3 Co1 N2 84.71(6) . . ?
N3 Co1 N1 153.50(7) . . ?
N2 Co1 Cl1 96.08(5) . . ?
N2 Co1 N4 156.42(7) . . ?
N1 Co1 Cl1 105.24(5) . . ?
N1 Co1 N4 100.27(7) . . ?
N1 Co1 N2 82.71(7) . . ?
Co1 N4 H4 121.8 . . ?
C7 N4 Co1 116.49(11) . . ?
C7 N4 H4 121.8 . . ?
C14 N3 Co1 111.70(11) . . ?
C8 N3 Co1 117.28(11) . . ?
C8 N3 C14 131.02(14) . . ?
C13 N2 Co1 111.24(11) . . ?
C2 N2 Co1 116.89(11) . . ?
C2 N2 C13 131.72(15) . . ?
C5 C6 C1 116.77(15) . . ?
C5 C6 C19 121.42(16) . . ?
C1 C6 C19 121.81(15) . . ?
N3 C14 C13 112.64(14) . . ?
C15 C14 N3 126.86(16) . . ?
C15 C14 C13 120.12(16) . . ?
Co1 N1 H1 121.5 . . ?
C1 N1 Co1 116.96(11) . . ?
C1 N1 H1 121.5 . . ?
C10 C11 H11 117.7 . . ?
C12 C11 H11 117.7 . . ?
C12 C11 C10 124.64(17) . . ?
C5 C4 C23 120.94(15) . . ?
C3 C4 C5 118.89(16) . . ?
C3 C4 C23 120.14(15) . . ?
C18 C17 H17 119.6 . . ?
C16 C17 H17 119.6 . . ?
C16 C17 C18 120.88(17) . . ?
N3 C8 C7 111.15(15) . . ?
N3 C8 C9 127.82(15) . . ?
C9 C8 C7 120.74(16) . . ?
C17 C18 H18 120.2 . . ?
C17 C18 C13 119.65(17) . . ?
C13 C18 H18 120.2 . . ?
N2 C13 C14 112.29(14) . . ?
C18 C13 N2 128.06(16) . . ?
C18 C13 C14 119.42(16) . . ?
C11 C10 C31 118.39(16) . . ?
C9 C10 C11 119.07(16) . . ?
C9 C10 C31 122.49(16) . . ?
C14 C15 H15 120.3 . . ?
C16 C15 C14 119.34(17) . . ?
C16 C15 H15 120.3 . . ?
C17 C16 C15 120.57(17) . . ?
C17 C16 H16 119.7 . . ?
C15 C16 H16 119.7 . . ?
C6 C5 C4 124.65(16) . . ?
C6 C5 H5 117.7 . . ?
C4 C5 H5 117.7 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
C11 C12 C27 121.76(16) . . ?
C11 C12 C7 116.51(15) . . ?
C7 C12 C27 121.66(15) . . ?
N2 C2 C1 110.81(15) . . ?
N2 C2 C3 129.26(15) . . ?
C3 C2 C1 119.90(15) . . ?
C28 C27 C12 110.93(15) . . ?
C28 C27 C29 110.22(16) . . ?
C29 C27 C12 110.29(15) . . ?
C30 C27 C28 106.95(16) . . ?
C30 C27 C12 111.38(15) . . ?
C30 C27 C29 106.95(16) . . ?
C4 C23 C26 112.67(15) . . ?
C25 C23 C4 110.67(15) . . ?
C25 C23 C24 109.54(17) . . ?
C25 C23 C26 107.96(17) . . ?
C24 C23 C4 107.98(15) . . ?
C24 C23 C26 107.97(17) . . ?
C27 C29 H29A 109.5 . . ?
C27 C29 H29B 109.5 . . ?
C27 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
N4 C7 C8 112.34(15) . . ?
N4 C7 C12 128.60(15) . . ?
C12 C7 C8 119.02(15) . . ?
C8 C9 H9 120.1 . . ?
C10 C9 C8 119.85(16) . . ?
C10 C9 H9 120.1 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
C6 C1 C2 119.46(15) . . ?
N1 C1 C6 128.04(15) . . ?
N1 C1 C2 112.49(15) . . ?
C21 C19 C6 110.75(15) . . ?
C21 C19 C20 107.42(16) . . ?
C21 C19 C22 106.83(16) . . ?
C20 C19 C6 110.41(15) . . ?
C20 C19 C22 110.45(16) . . ?
C22 C19 C6 110.87(15) . . ?
C4 C3 C2 120.22(16) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C27 C30 H30A 109.5 . . ?
C27 C30 H30B 109.5 . . ?
C27 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C33 C31 C10 109.28(16) . . ?
C34 C31 C10 111.90(17) . . ?
C34 C31 C33 108.09(19) . . ?
C34 C31 C32 108.55(19) . . ?
C32 C31 C10 109.64(17) . . ?
C32 C31 C33 109.34(18) . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C31 C33 H33A 109.5 . . ?
C31 C33 H33B 109.5 . . ?
C31 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C31 C34 H34A 109.5 . . ?
C31 C34 H34B 109.5 . . ?
C31 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C23 C26 H26A 109.5 . . ?
C23 C26 H26B 109.5 . . ?
C23 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N5 C35 C36 177.9(3) . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N4 H4 Cl1 0.88 2.49 3.2735(16) 148.4 3_676 yes
N1 H1 Cl1 0.88 2.49 3.2708(16) 147.9 3_676 yes

_olex2_submission_special_instructions 'No special instructions were received'
