# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_hg27-a
_database_code_depnum_ccdc_archive 'CCDC 1973583'
loop_
_audit_author_name
_audit_author_address
'Jan Bloch'
;ETH Zurich 
Switzerland
;
_audit_update_record             
;
2019-12-22 deposited with the CCDC.	2020-03-10 downloaded from the CCDC.
;
_audit_creation_date             2018-09-09
_audit_creation_method           
;
Olex2 1.2
(compiled May 18 2018 14:05:52 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'B F4, C30 H29 N2 O4, 0.05(C H2 Cl2)'
_chemical_formula_sum            'C30.05 H29.10 B Cl0.10 F4 N2 O4'
_chemical_formula_weight         572.61
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C30.1 H29.1 N2 O4 B1 F4 Cl0.1'
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'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 '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      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                   13.8254(5)
_cell_length_b                   13.2164(4)
_cell_length_c                   15.3735(5)
_cell_angle_alpha                90
_cell_angle_beta                 98.088(3)
_cell_angle_gamma                90
_cell_volume                     2781.15(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7779
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      29.9770
_cell_measurement_theta_min      2.0310
_shelx_estimated_absorpt_T_max   0.988
_shelx_estimated_absorpt_T_min   0.977
_exptl_absorpt_coefficient_mu    0.117
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92404
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.368
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1192
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0509
_diffrn_reflns_av_unetI/netI     0.0499
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.926
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            42410
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.926
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.857
_diffrn_reflns_theta_min         1.856
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0839
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.926
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -49.00  48.00   1.00   15.02    --  -20.71  77.00  30.00   97
  2  ω    -39.00  48.00   1.00   15.02    --  -20.71  57.00 -60.00   87
  3  ω    -25.00  20.00   1.00   15.02    --  -20.71 -99.00  60.00   45
  4  ω    -25.00  20.00   1.00   15.02    --  -20.71 -99.00 -90.00   45
  5  ω    -25.00  20.00   1.00   15.02    --  -20.71 -99.00-180.00   45
  6  ω    -50.00  92.00   1.00   15.02    --   21.18   0.00 -60.00  142
  7  ω     -1.00  92.00   1.00   15.02    --   21.18  38.00-180.00   93
  8  ω    -49.00  43.00   1.00   15.02    --   21.18 -38.00 150.00   92
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0209429000
_diffrn_orient_matrix_UB_12      0.0030937000
_diffrn_orient_matrix_UB_13      0.0447311000
_diffrn_orient_matrix_UB_21      -0.0473892000
_diffrn_orient_matrix_UB_22      0.0031365000
_diffrn_orient_matrix_UB_23      0.0125207000
_diffrn_orient_matrix_UB_31      -0.0016267000
_diffrn_orient_matrix_UB_32      -0.0535034000
_diffrn_orient_matrix_UB_33      0.0033057000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5653
_reflns_number_total             8104
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     28.22
_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       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.336
_refine_diff_density_min         -0.251
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     402
_refine_ls_number_reflns         8104
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.0850
_refine_ls_R_factor_gt           0.0513
_refine_ls_restrained_S_all      1.024
_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)+(0.0385P)²+1.2971P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1024
_refine_ls_wR_factor_ref         0.1179
_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. Restrained distances
 Cl1-C31 = Cl2-C31
 1.771 with sigma of 0.01
 Cl1-Cl2
 2.916 with sigma of 0.03
3. Uiso/Uaniso restraints and constraints
Cl1 \\sim Cl2 \\sim C31: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08
4. Rigid body (RIGU) restrains
 Cl1, Cl2, C31
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(Cl1)=Sof(Cl2)=Sof(C31)=Sof(H31A)=Sof(H31B)=0.5*FVAR(2)
6.a Secondary CH2 refined with riding coordinates:
 C24(H24A,H24B), C25(H25A,H25B), C31(H31A,H31B)
6.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C10(H10), C11(H11), C17(H17), C2(H2), C9(H9), C27(H27), C18(H18),
 C1(H1), C19(H19), C28(H28), C29(H29), C30(H30)
6.c Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C21(H21A,H21B,H21C), C22(H22A,H22B,H22C), C23(H23A,H23B,
 H23C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F2 F 0.39760(7) 0.87738(7) 0.09216(6) 0.0289(2) Uani 1 1 d . . . . .
F1 F 0.29921(7) 0.91005(7) 0.19531(6) 0.0247(2) Uani 1 1 d . . . . .
O2 O 0.45700(8) 0.47497(8) 0.25390(8) 0.0250(3) Uani 1 1 d . . . . .
F3 F 0.42234(7) 0.79564(7) 0.22389(6) 0.0297(2) Uani 1 1 d . . . . .
O3 O 0.77527(8) 0.36268(8) 0.33323(8) 0.0235(2) Uani 1 1 d . . . . .
O4 O 0.65728(9) 0.31986(8) 0.15400(7) 0.0265(3) Uani 1 1 d . . . . .
C6 C 0.57441(10) 0.32556(10) 0.31313(9) 0.0150(3) Uani 1 1 d . . . . .
C15 C 0.61829(11) 0.42445(10) 0.29142(9) 0.0157(3) Uani 1 1 d . . . . .
N1 N 0.44792(9) 0.16717(9) 0.33968(8) 0.0153(2) Uani 1 1 d . . . . .
O1 O 0.63883(9) 0.44949(9) 0.46030(7) 0.0272(3) Uani 1 1 d . . . . .
C12 C 0.48305(10) 0.17282(10) 0.26065(9) 0.0154(3) Uani 1 1 d . . . . .
C13 C 0.48139(10) 0.22830(10) 0.40963(9) 0.0160(3) Uani 1 1 d . . . . .
C3 C 0.53993(12) 0.36016(12) 0.55002(10) 0.0240(3) Uani 1 1 d . . . . .
H3 H 0.556898 0.404349 0.596756 0.029 Uiso 1 1 calc R . . . .
C10 C 0.48278(12) 0.11242(11) 0.11345(10) 0.0214(3) Uani 1 1 d . . . . .
H10 H 0.459098 0.067917 0.068604 0.026 Uiso 1 1 calc R . . . .
F4 F 0.28895(8) 0.75833(8) 0.12434(7) 0.0393(3) Uani 1 1 d . . . . .
C4 C 0.57474(11) 0.37590(11) 0.47191(10) 0.0192(3) Uani 1 1 d . . . . .
C20 C 0.71826(11) 0.44323(11) 0.30283(10) 0.0185(3) Uani 1 1 d . . . . .
C7 C 0.54995(11) 0.25216(10) 0.24677(9) 0.0153(3) Uani 1 1 d . . . . .
C26 C 0.34104(12) -0.06707(11) 0.43011(10) 0.0218(3) Uani 1 1 d . . . . .
C5 C 0.54570(10) 0.31043(10) 0.39676(9) 0.0159(3) Uani 1 1 d . . . . .
C16 C 0.55358(11) 0.50122(11) 0.26044(10) 0.0185(3) Uani 1 1 d . . . . .
C24 C 0.37069(11) 0.09176(11) 0.35048(10) 0.0175(3) Uani 1 1 d . . . . .
H24A H 0.330008 0.081658 0.294399 0.021 Uiso 1 1 calc R . . . .
H24B H 0.329587 0.117960 0.391476 0.021 Uiso 1 1 calc R . . . .
C11 C 0.45131(11) 0.10265(11) 0.19325(10) 0.0189(3) Uani 1 1 d . . . . .
H11 H 0.409335 0.050261 0.203227 0.023 Uiso 1 1 calc R . . . .
C17 C 0.58768(12) 0.59687(11) 0.24112(10) 0.0214(3) Uani 1 1 d . . . . .
H17 H 0.544382 0.647959 0.220029 0.026 Uiso 1 1 calc R . . . .
C2 C 0.47878(12) 0.27747(12) 0.55946(10) 0.0251(3) Uani 1 1 d . . . . .
H2 H 0.457070 0.267011 0.613327 0.030 Uiso 1 1 calc R . . . .
C9 C 0.54934(12) 0.18700(11) 0.09685(10) 0.0223(3) Uani 1 1 d . . . . .
H9 H 0.569396 0.191612 0.041729 0.027 Uiso 1 1 calc R . . . .
C8 C 0.58507(11) 0.25349(11) 0.16212(10) 0.0190(3) Uani 1 1 d . . . . .
C25 C 0.41379(11) -0.01035(11) 0.38428(10) 0.0188(3) Uani 1 1 d . . . . .
H25A H 0.430176 -0.050168 0.335401 0.023 Uiso 1 1 calc R . . . .
H25B H 0.473204 0.000866 0.424817 0.023 Uiso 1 1 calc R . . . .
C27 C 0.29849(13) -0.15716(12) 0.39807(11) 0.0270(4) Uani 1 1 d . . . . .
H27 H 0.315573 -0.185964 0.347173 0.032 Uiso 1 1 calc R . . . .
C18 C 0.68727(12) 0.61388(11) 0.25406(11) 0.0236(3) Uani 1 1 d . . . . .
H18 H 0.710726 0.677635 0.242228 0.028 Uiso 1 1 calc R . . . .
C1 C 0.44999(11) 0.21172(12) 0.49220(10) 0.0207(3) Uani 1 1 d . . . . .
H1 H 0.410284 0.156786 0.500565 0.025 Uiso 1 1 calc R . . . .
C14 C 0.68230(14) 0.50582(13) 0.53591(11) 0.0316(4) Uani 1 1 d . . . . .
H14A H 0.730302 0.551544 0.519026 0.047 Uiso 1 1 calc GR . . . .
H14B H 0.713000 0.459926 0.579744 0.047 Uiso 1 1 calc GR . . . .
H14C H 0.632594 0.543566 0.559419 0.047 Uiso 1 1 calc GR . . . .
C19 C 0.75334(12) 0.53811(11) 0.28433(11) 0.0224(3) Uani 1 1 d . . . . .
H19 H 0.820162 0.550838 0.292074 0.027 Uiso 1 1 calc R . . . .
C21 C 0.38701(13) 0.53965(14) 0.20536(13) 0.0352(4) Uani 1 1 d . . . . .
H21A H 0.404261 0.550261 0.147703 0.053 Uiso 1 1 calc GR . . . .
H21B H 0.385948 0.603454 0.235059 0.053 Uiso 1 1 calc GR . . . .
H21C H 0.323560 0.508932 0.200524 0.053 Uiso 1 1 calc GR . . . .
C22 C 0.87808(12) 0.37792(13) 0.34580(14) 0.0341(4) Uani 1 1 d . . . . .
H22A H 0.898934 0.395694 0.290810 0.051 Uiso 1 1 calc GR . . . .
H22B H 0.910245 0.316801 0.367719 0.051 Uiso 1 1 calc GR . . . .
H22C H 0.894500 0.431562 0.387367 0.051 Uiso 1 1 calc GR . . . .
N2 N 0.31930(14) -0.02374(11) 0.50338(10) 0.0419(4) Uani 1 1 d . . . . .
C28 C 0.23067(16) -0.20357(14) 0.44237(14) 0.0423(5) Uani 1 1 d . . . . .
H28 H 0.201222 -0.263868 0.421752 0.051 Uiso 1 1 calc R . . . .
C23 C 0.70613(16) 0.31075(15) 0.07769(13) 0.0408(5) Uani 1 1 d . . . . .
H23A H 0.661608 0.327968 0.026135 0.061 Uiso 1 1 calc GR . . . .
H23B H 0.728257 0.242396 0.072845 0.061 Uiso 1 1 calc GR . . . .
H23C H 0.761124 0.355796 0.083171 0.061 Uiso 1 1 calc GR . . . .
B1 B 0.35163(13) 0.83446(13) 0.15857(11) 0.0201(3) Uani 1 1 d . . . . .
C29 C 0.2074(2) -0.15943(16) 0.51717(17) 0.0625(8) Uani 1 1 d . . . . .
H29 H 0.161875 -0.188967 0.548442 0.075 Uiso 1 1 calc R . . . .
C30 C 0.2530(2) -0.07021(17) 0.54509(17) 0.0686(9) Uani 1 1 d . . . . .
H30 H 0.236852 -0.040457 0.595934 0.082 Uiso 1 1 calc R . . . .
Cl1 Cl -0.0135(11) 0.1367(9) 0.4795(11) 0.076(5) Uani 0.0500(14) 1 d D U P A -1
Cl2 Cl 0.0178(11) -0.0792(9) 0.4949(9) 0.061(4) Uani 0.0500(14) 1 d D U P A -1
C31 C -0.0703(15) 0.0165(10) 0.468(3) 0.047(9) Uani 0.0500(14) 1 d D U P A -1
H31A H -0.120344 0.011795 0.505689 0.057 Uiso 0.0500(14) 1 calc R . P A -1
H31B H -0.101213 0.007560 0.407382 0.057 Uiso 0.0500(14) 1 calc R . P A -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
F2 B1 1.397(2) . ?
F1 B1 1.3990(19) . ?
O2 C16 1.3695(18) . ?
O2 C21 1.4216(19) . ?
F3 B1 1.3968(19) . ?
O3 C20 1.3672(18) . ?
O3 C22 1.4217(19) . ?
O4 C8 1.3479(18) . ?
O4 C23 1.4388(19) . ?
C6 C15 1.4982(19) . ?
C6 C7 1.4139(19) . ?
C6 C5 1.4122(19) . ?
C15 C20 1.391(2) . ?
C15 C16 1.392(2) . ?
N1 C12 1.3725(18) . ?
N1 C13 1.3723(18) . ?
N1 C24 1.4869(18) . ?
O1 C4 1.3444(18) . ?
O1 C14 1.4388(18) . ?
C12 C7 1.434(2) . ?
C12 C11 1.414(2) . ?
C13 C5 1.434(2) . ?
C13 C1 1.415(2) . ?
C3 C4 1.371(2) . ?
C3 C2 1.402(2) . ?
C10 C11 1.364(2) . ?
C10 C9 1.396(2) . ?
F4 B1 1.3828(19) . ?
C4 C5 1.454(2) . ?
C20 C19 1.388(2) . ?
C7 C8 1.452(2) . ?
C26 C25 1.506(2) . ?
C26 C27 1.387(2) . ?
C26 N2 1.335(2) . ?
C16 C17 1.396(2) . ?
C24 C25 1.536(2) . ?
C17 C18 1.382(2) . ?
C2 C1 1.367(2) . ?
C9 C8 1.372(2) . ?
C27 C28 1.378(2) . ?
C18 C19 1.391(2) . ?
N2 C30 1.339(3) . ?
C28 C29 1.368(3) . ?
C29 C30 1.377(3) . ?
Cl1 C31 1.770(10) . ?
Cl2 C31 1.765(10) . ?

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
C16 O2 C21 118.08(13) . . ?
C20 O3 C22 116.96(12) . . ?
C8 O4 C23 117.37(13) . . ?
C7 C6 C15 120.07(12) . . ?
C5 C6 C15 120.05(12) . . ?
C5 C6 C7 119.37(13) . . ?
C20 C15 C6 123.64(13) . . ?
C20 C15 C16 119.51(13) . . ?
C16 C15 C6 116.82(13) . . ?
C12 N1 C24 118.97(11) . . ?
C13 N1 C12 122.64(12) . . ?
C13 N1 C24 118.39(12) . . ?
C4 O1 C14 118.38(13) . . ?
N1 C12 C7 119.18(12) . . ?
N1 C12 C11 120.08(13) . . ?
C11 C12 C7 120.72(13) . . ?
N1 C13 C5 118.99(13) . . ?
N1 C13 C1 119.97(13) . . ?
C1 C13 C5 121.01(13) . . ?
C4 C3 C2 120.01(14) . . ?
C11 C10 C9 122.20(14) . . ?
O1 C4 C3 123.04(13) . . ?
O1 C4 C5 116.01(13) . . ?
C3 C4 C5 120.93(14) . . ?
O3 C20 C15 114.77(12) . . ?
O3 C20 C19 124.90(14) . . ?
C19 C20 C15 120.33(14) . . ?
C6 C7 C12 119.22(13) . . ?
C6 C7 C8 124.21(13) . . ?
C12 C7 C8 116.51(12) . . ?
C27 C26 C25 122.60(14) . . ?
N2 C26 C25 115.19(14) . . ?
N2 C26 C27 122.21(15) . . ?
C6 C5 C13 119.46(13) . . ?
C6 C5 C4 123.89(13) . . ?
C13 C5 C4 116.62(13) . . ?
O2 C16 C15 114.43(13) . . ?
O2 C16 C17 124.68(13) . . ?
C15 C16 C17 120.86(14) . . ?
N1 C24 C25 112.09(12) . . ?
C10 C11 C12 119.46(14) . . ?
C18 C17 C16 118.45(14) . . ?
C1 C2 C3 122.22(15) . . ?
C8 C9 C10 119.81(14) . . ?
O4 C8 C7 115.88(13) . . ?
O4 C8 C9 122.96(14) . . ?
C9 C8 C7 121.08(14) . . ?
C26 C25 C24 110.04(12) . . ?
C28 C27 C26 119.38(17) . . ?
C17 C18 C19 121.69(14) . . ?
C2 C1 C13 119.13(14) . . ?
C20 C19 C18 119.14(15) . . ?
C26 N2 C30 117.24(17) . . ?
C29 C28 C27 118.85(18) . . ?
F2 B1 F1 108.66(13) . . ?
F2 B1 F3 109.28(14) . . ?
F3 B1 F1 108.79(13) . . ?
F4 B1 F2 110.03(13) . . ?
F4 B1 F1 109.92(14) . . ?
F4 B1 F3 110.13(13) . . ?
C28 C29 C30 118.41(19) . . ?
N2 C30 C29 123.9(2) . . ?
Cl2 C31 Cl1 109.7(12) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.106
_oxdiff_exptl_absorpt_empirical_full_min 0.869
####################################################################### 
# 
# 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_mo_mly135helicene_0m
_database_code_depnum_ccdc_archive 'CCDC 1973584'
loop_
_audit_author_name
_audit_author_address
'Jan Bloch'
;ETH Zurich 
Switzerland
;
_audit_update_record             
;
2019-12-22 deposited with the CCDC.	2020-03-10 downloaded from the CCDC.
;
_audit_creation_date             2019-10-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        mly135
_chemical_formula_moiety         'C31 H30 N3 O2, B F4'
_chemical_formula_sum            'C32 H31 B F4 N2 O2'
_chemical_formula_weight         562.40
_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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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      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                   10.823(3)
_cell_length_b                   21.139(5)
_cell_length_c                   12.359(3)
_cell_angle_alpha                90
_cell_angle_beta                 110.983(12)
_cell_angle_gamma                90
_cell_volume                     2640.0(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4901
_cell_measurement_temperature    100
_cell_measurement_theta_max      23.831
_cell_measurement_theta_min      2.23
_shelx_estimated_absorpt_T_max   0.996
_shelx_estimated_absorpt_T_min   0.972
_exptl_absorpt_coefficient_mu    0.107
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.6586
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0557 before and 0.0470 after correction. The Ratio of minimum to maximum transmission is 0.8837. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic dark green'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.415
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1176
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0430
_diffrn_reflns_av_unetI/netI     0.0341
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            23832
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.742
_diffrn_reflns_theta_min         1.927
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3704
_reflns_number_total             4986
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.580
_refine_diff_density_min         -0.260
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     373
_refine_ls_number_reflns         4986
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0778
_refine_ls_R_factor_gt           0.0546
_refine_ls_restrained_S_all      1.061
_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)+(0.0766P)²+2.1309P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1458
_refine_ls_wR_factor_ref         0.1600
_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 Secondary CH2 refined with riding coordinates:
 C00K(H00A,H00B), C00P(H00C,H00D), C00Q(H00E,H00F), C00W(H00K,H00P)
2.b Aromatic/amide H refined with riding coordinates:
 C00H(H00H), C00L(H00L), C00M(H00M), C00N(H00N), C00O(H00O), C00R(H00R),
 C00S(H00S), C00X(H00X), C00Z(H00Z), C010(H010), C012(H012), C013(H013),
 C014(H014)
2.c Idealised Me refined as rotating group:
 C00V(H00G,H00I,H00J), C00Y(H00Q,H00T,H00U), C011(H01A,H01B,H01C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
O001 O 0.89009(17) 0.58329(8) 0.78755(15) 0.0308(4) Uani 1 1 d . . . . .
O002 O 1.08681(17) 0.52020(8) 0.74781(15) 0.0315(4) Uani 1 1 d . . . . .
F003 F 0.93958(17) 0.89012(9) 0.47811(16) 0.0527(5) Uani 1 1 d . . . . .
F004 F 1.1108(2) 0.81988(8) 0.53467(15) 0.0578(6) Uani 1 1 d . . . . .
F005 F 1.12368(17) 0.91055(9) 0.44516(17) 0.0563(5) Uani 1 1 d . . . . .
F006 F 0.9850(2) 0.83180(9) 0.34516(15) 0.0594(6) Uani 1 1 d . . . . .
N007 N 0.84736(19) 0.62624(9) 0.39350(17) 0.0232(4) Uani 1 1 d . . . . .
N008 N 0.6726(2) 0.43414(9) 0.49453(18) 0.0270(5) Uani 1 1 d . . . . .
C009 C 0.8444(2) 0.53716(10) 0.5606(2) 0.0221(5) Uani 1 1 d . . . . .
C00A C 0.9515(2) 0.62556(11) 0.5002(2) 0.0235(5) Uani 1 1 d . . . . .
C00B C 0.6629(2) 0.48036(11) 0.4121(2) 0.0245(5) Uani 1 1 d . . . . .
C00C C 0.7567(2) 0.53159(10) 0.4453(2) 0.0222(5) Uani 1 1 d . . . . .
C00D C 0.7557(2) 0.57760(11) 0.3605(2) 0.0238(5) Uani 1 1 d . . . . .
N00E N 0.4470(3) 0.29564(11) 0.5799(2) 0.0419(6) Uani 1 1 d . . . . .
C00F C 0.9555(2) 0.57855(11) 0.5835(2) 0.0230(5) Uani 1 1 d . . . . .
C00G C 0.8118(2) 0.50221(11) 0.6470(2) 0.0254(5) Uani 1 1 d . . . . .
C00H C 1.0506(2) 0.67228(11) 0.5278(2) 0.0268(5) Uani 1 1 d . . . . .
H00H H 1.045960 0.705471 0.474707 0.032 Uiso 1 1 calc R . . . .
C00I C 0.7316(2) 0.44748(11) 0.6116(2) 0.0268(5) Uani 1 1 d . . . . .
C00J C 1.0738(2) 0.57419(11) 0.6847(2) 0.0268(5) Uani 1 1 d . . . . .
C00K C 0.8468(2) 0.67454(11) 0.3066(2) 0.0261(5) Uani 1 1 d . . . . .
H00A H 0.879258 0.715270 0.346164 0.031 Uiso 1 1 calc R . . . .
H00B H 0.755190 0.680948 0.251814 0.031 Uiso 1 1 calc R . . . .
C00L C 1.1695(2) 0.61985(12) 0.7099(2) 0.0304(6) Uani 1 1 d . . . . .
H00L H 1.245121 0.617746 0.779161 0.036 Uiso 1 1 calc R . . . .
C00M C 0.5710(2) 0.47772(12) 0.2998(2) 0.0295(6) Uani 1 1 d . . . . .
H00M H 0.509895 0.443649 0.276720 0.035 Uiso 1 1 calc R . . . .
C00N C 0.6590(3) 0.57417(12) 0.2491(2) 0.0300(6) Uani 1 1 d . . . . .
H00N H 0.655258 0.605429 0.192811 0.036 Uiso 1 1 calc R . . . .
C00O C 1.1538(2) 0.66958(12) 0.6319(2) 0.0306(6) Uani 1 1 d . . . . .
H00O H 1.217030 0.702823 0.651661 0.037 Uiso 1 1 calc R . . . .
C00P C 0.5934(2) 0.37576(11) 0.4579(2) 0.0298(6) Uani 1 1 d . . . . .
H00C H 0.638110 0.340591 0.510192 0.036 Uiso 1 1 calc R . . . .
H00D H 0.587074 0.364397 0.378384 0.036 Uiso 1 1 calc R . . . .
C00Q C 0.9345(3) 0.65415(12) 0.2399(2) 0.0306(6) Uani 1 1 d . . . . .
H00E H 1.024035 0.644121 0.295580 0.037 Uiso 1 1 calc R . . . .
H00F H 0.897575 0.615240 0.195546 0.037 Uiso 1 1 calc R . . . .
C00R C 0.5691(3) 0.52495(12) 0.2219(2) 0.0321(6) Uani 1 1 d . . . . .
H00R H 0.503118 0.523515 0.146510 0.038 Uiso 1 1 calc R . . . .
C00S C 0.7108(3) 0.40825(12) 0.6959(2) 0.0332(6) Uani 1 1 d . . . . .
H00S H 0.666095 0.368986 0.674102 0.040 Uiso 1 1 calc R . . . .
C00T C 0.8421(3) 0.52308(12) 0.7637(2) 0.0305(6) Uani 1 1 d . . . . .
C00U C 0.3894(3) 0.32339(12) 0.4751(3) 0.0349(6) Uani 1 1 d . . . . .
C00V C 0.9451(3) 0.70511(13) 0.1571(2) 0.0354(6) Uani 1 1 d . . . . .
H00G H 0.857782 0.712401 0.097494 0.053 Uiso 1 1 calc GR . . . .
H00I H 1.007084 0.691434 0.120284 0.053 Uiso 1 1 calc GR . . . .
H00J H 0.977123 0.744401 0.200108 0.053 Uiso 1 1 calc GR . . . .
C00W C 0.4542(3) 0.38475(12) 0.4607(3) 0.0357(6) Uani 1 1 d . . . . .
H00K H 0.459233 0.413457 0.525444 0.043 Uiso 1 1 calc R . . . .
H00P H 0.397862 0.405351 0.387744 0.043 Uiso 1 1 calc R . . . .
C00X C 0.7554(3) 0.42715(14) 0.8087(3) 0.0424(7) Uani 1 1 d . . . . .
H00X H 0.744931 0.399602 0.865541 0.051 Uiso 1 1 calc R . . . .
C00Y C 1.1789(3) 0.52212(13) 0.8654(2) 0.0372(6) Uani 1 1 d . . . . .
H00Q H 1.269081 0.526594 0.865515 0.056 Uiso 1 1 calc GR . . . .
H00T H 1.172223 0.482867 0.905151 0.056 Uiso 1 1 calc GR . . . .
H00U H 1.158191 0.558220 0.905706 0.056 Uiso 1 1 calc GR . . . .
C00Z C 0.8161(3) 0.48567(13) 0.8434(2) 0.0397(7) Uani 1 1 d . . . . .
H00Z H 0.838980 0.499420 0.921319 0.048 Uiso 1 1 calc R . . . .
C010 C 0.2201(3) 0.24464(14) 0.4156(3) 0.0493(8) Uani 1 1 d . . . . .
H010 H 0.143460 0.226861 0.358997 0.059 Uiso 1 1 calc R . . . .
C011 C 0.9005(3) 0.60986(14) 0.8975(2) 0.0396(7) Uani 1 1 d . . . . .
H01A H 0.930504 0.653832 0.901755 0.059 Uiso 1 1 calc GR . . . .
H01B H 0.964197 0.585320 0.960038 0.059 Uiso 1 1 calc GR . . . .
H01C H 0.813719 0.608537 0.905709 0.059 Uiso 1 1 calc GR . . . .
C012 C 0.2790(3) 0.29935(14) 0.3921(3) 0.0475(8) Uani 1 1 d . . . . .
H012 H 0.242367 0.319589 0.318873 0.057 Uiso 1 1 calc R . . . .
C013 C 0.2765(3) 0.21767(14) 0.5226(3) 0.0467(8) Uani 1 1 d . . . . .
H013 H 0.238140 0.181131 0.542479 0.056 Uiso 1 1 calc R . . . .
C014 C 0.3890(3) 0.24382(14) 0.6010(3) 0.0463(8) Uani 1 1 d . . . . .
H014 H 0.427792 0.223912 0.674313 0.056 Uiso 1 1 calc R . . . .
B015 B 1.0410(3) 0.86246(14) 0.4497(3) 0.0325(7) 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
O001 C00T 1.366(3) . ?
O001 C011 1.437(3) . ?
O002 C00J 1.361(3) . ?
O002 C00Y 1.439(3) . ?
F003 B015 1.395(4) . ?
F004 B015 1.384(3) . ?
F005 B015 1.369(4) . ?
F006 B015 1.377(3) . ?
N007 C00A 1.394(3) . ?
N007 C00D 1.385(3) . ?
N007 C00K 1.480(3) . ?
N008 C00B 1.388(3) . ?
N008 C00I 1.385(3) . ?
N008 C00P 1.478(3) . ?
C009 C00C 1.406(3) . ?
C009 C00F 1.431(3) . ?
C009 C00G 1.443(3) . ?
C00A C00F 1.421(3) . ?
C00A C00H 1.407(3) . ?
C00B C00C 1.440(3) . ?
C00B C00M 1.389(4) . ?
C00C C00D 1.427(3) . ?
C00D C00N 1.402(3) . ?
N00E C00U 1.353(4) . ?
N00E C014 1.333(4) . ?
C00F C00J 1.437(3) . ?
C00G C00I 1.418(3) . ?
C00G C00T 1.429(4) . ?
C00H H00H 0.9500 . ?
C00H C00O 1.369(4) . ?
C00I C00S 1.411(4) . ?
C00J C00L 1.368(4) . ?
C00K H00A 0.9900 . ?
C00K H00B 0.9900 . ?
C00K C00Q 1.525(3) . ?
C00L H00L 0.9500 . ?
C00L C00O 1.395(4) . ?
C00M H00M 0.9500 . ?
C00M C00R 1.382(4) . ?
C00N H00N 0.9500 . ?
C00N C00R 1.381(4) . ?
C00O H00O 0.9500 . ?
C00P H00C 0.9900 . ?
C00P H00D 0.9900 . ?
C00P C00W 1.532(4) . ?
C00Q H00E 0.9900 . ?
C00Q H00F 0.9900 . ?
C00Q C00V 1.518(4) . ?
C00R H00R 0.9500 . ?
C00S H00S 0.9500 . ?
C00S C00X 1.362(4) . ?
C00T C00Z 1.369(4) . ?
C00U C00W 1.515(4) . ?
C00U C012 1.364(4) . ?
C00V H00G 0.9800 . ?
C00V H00I 0.9800 . ?
C00V H00J 0.9800 . ?
C00W H00K 0.9900 . ?
C00W H00P 0.9900 . ?
C00X H00X 0.9500 . ?
C00X C00Z 1.394(4) . ?
C00Y H00Q 0.9800 . ?
C00Y H00T 0.9800 . ?
C00Y H00U 0.9800 . ?
C00Z H00Z 0.9500 . ?
C010 H010 0.9500 . ?
C010 C012 1.400(4) . ?
C010 C013 1.367(5) . ?
C011 H01A 0.9800 . ?
C011 H01B 0.9800 . ?
C011 H01C 0.9800 . ?
C012 H012 0.9500 . ?
C013 H013 0.9500 . ?
C013 C014 1.372(5) . ?
C014 H014 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
C00T O001 C011 117.6(2) . . ?
C00J O002 C00Y 116.6(2) . . ?
C00A N007 C00K 119.00(19) . . ?
C00D N007 C00A 121.5(2) . . ?
C00D N007 C00K 118.85(19) . . ?
C00B N008 C00P 118.7(2) . . ?
C00I N008 C00B 120.6(2) . . ?
C00I N008 C00P 119.3(2) . . ?
C00C C009 C00F 117.8(2) . . ?
C00C C009 C00G 116.9(2) . . ?
C00F C009 C00G 125.3(2) . . ?
N007 C00A C00F 119.8(2) . . ?
N007 C00A C00H 120.7(2) . . ?
C00H C00A C00F 119.5(2) . . ?
N008 C00B C00C 117.4(2) . . ?
N008 C00B C00M 123.0(2) . . ?
C00M C00B C00C 119.6(2) . . ?
C009 C00C C00B 120.2(2) . . ?
C009 C00C C00D 120.8(2) . . ?
C00D C00C C00B 119.0(2) . . ?
N007 C00D C00C 118.3(2) . . ?
N007 C00D C00N 122.1(2) . . ?
C00N C00D C00C 119.5(2) . . ?
C014 N00E C00U 117.1(3) . . ?
C009 C00F C00J 123.9(2) . . ?
C00A C00F C009 118.6(2) . . ?
C00A C00F C00J 117.5(2) . . ?
C00I C00G C009 118.3(2) . . ?
C00I C00G C00T 117.2(2) . . ?
C00T C00G C009 124.1(2) . . ?
C00A C00H H00H 120.2 . . ?
C00O C00H C00A 119.6(2) . . ?
C00O C00H H00H 120.2 . . ?
N008 C00I C00G 119.4(2) . . ?
N008 C00I C00S 121.1(2) . . ?
C00S C00I C00G 119.6(2) . . ?
O002 C00J C00F 115.4(2) . . ?
O002 C00J C00L 123.1(2) . . ?
C00L C00J C00F 121.3(2) . . ?
N007 C00K H00A 109.5 . . ?
N007 C00K H00B 109.5 . . ?
N007 C00K C00Q 110.83(19) . . ?
H00A C00K H00B 108.1 . . ?
C00Q C00K H00A 109.5 . . ?
C00Q C00K H00B 109.5 . . ?
C00J C00L H00L 120.7 . . ?
C00J C00L C00O 118.6(2) . . ?
C00O C00L H00L 120.7 . . ?
C00B C00M H00M 120.2 . . ?
C00R C00M C00B 119.6(2) . . ?
C00R C00M H00M 120.2 . . ?
C00D C00N H00N 120.3 . . ?
C00R C00N C00D 119.4(2) . . ?
C00R C00N H00N 120.3 . . ?
C00H C00O C00L 122.5(2) . . ?
C00H C00O H00O 118.8 . . ?
C00L C00O H00O 118.8 . . ?
N008 C00P H00C 109.5 . . ?
N008 C00P H00D 109.5 . . ?
N008 C00P C00W 110.9(2) . . ?
H00C C00P H00D 108.0 . . ?
C00W C00P H00C 109.5 . . ?
C00W C00P H00D 109.5 . . ?
C00K C00Q H00E 109.2 . . ?
C00K C00Q H00F 109.2 . . ?
H00E C00Q H00F 107.9 . . ?
C00V C00Q C00K 112.1(2) . . ?
C00V C00Q H00E 109.2 . . ?
C00V C00Q H00F 109.2 . . ?
C00M C00R H00R 118.6 . . ?
C00N C00R C00M 122.7(2) . . ?
C00N C00R H00R 118.6 . . ?
C00I C00S H00S 120.3 . . ?
C00X C00S C00I 119.4(2) . . ?
C00X C00S H00S 120.3 . . ?
O001 C00T C00G 115.9(2) . . ?
O001 C00T C00Z 122.9(2) . . ?
C00Z C00T C00G 121.0(2) . . ?
N00E C00U C00W 114.2(2) . . ?
N00E C00U C012 122.5(3) . . ?
C012 C00U C00W 123.2(3) . . ?
C00Q C00V H00G 109.5 . . ?
C00Q C00V H00I 109.5 . . ?
C00Q C00V H00J 109.5 . . ?
H00G C00V H00I 109.5 . . ?
H00G C00V H00J 109.5 . . ?
H00I C00V H00J 109.5 . . ?
C00P C00W H00K 108.9 . . ?
C00P C00W H00P 108.9 . . ?
C00U C00W C00P 113.4(2) . . ?
C00U C00W H00K 108.9 . . ?
C00U C00W H00P 108.9 . . ?
H00K C00W H00P 107.7 . . ?
C00S C00X H00X 119.0 . . ?
C00S C00X C00Z 122.0(3) . . ?
C00Z C00X H00X 119.0 . . ?
O002 C00Y H00Q 109.5 . . ?
O002 C00Y H00T 109.5 . . ?
O002 C00Y H00U 109.5 . . ?
H00Q C00Y H00T 109.5 . . ?
H00Q C00Y H00U 109.5 . . ?
H00T C00Y H00U 109.5 . . ?
C00T C00Z C00X 119.2(3) . . ?
C00T C00Z H00Z 120.4 . . ?
C00X C00Z H00Z 120.4 . . ?
C012 C010 H010 121.1 . . ?
C013 C010 H010 121.1 . . ?
C013 C010 C012 117.8(3) . . ?
O001 C011 H01A 109.5 . . ?
O001 C011 H01B 109.5 . . ?
O001 C011 H01C 109.5 . . ?
H01A C011 H01B 109.5 . . ?
H01A C011 H01C 109.5 . . ?
H01B C011 H01C 109.5 . . ?
C00U C012 C010 119.6(3) . . ?
C00U C012 H012 120.2 . . ?
C010 C012 H012 120.2 . . ?
C010 C013 H013 120.3 . . ?
C010 C013 C014 119.4(3) . . ?
C014 C013 H013 120.3 . . ?
N00E C014 C013 123.6(3) . . ?
N00E C014 H014 118.2 . . ?
C013 C014 H014 118.2 . . ?
F004 B015 F003 110.3(3) . . ?
F005 B015 F003 106.5(2) . . ?
F005 B015 F004 109.1(2) . . ?
F005 B015 F006 112.7(3) . . ?
F006 B015 F003 108.2(2) . . ?
F006 B015 F004 110.1(2) . . ?

_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_m-2-131-4a
_database_code_depnum_ccdc_archive 'CCDC 1973587'
loop_
_audit_author_name
_audit_author_address
'Jan Bloch'
;ETH Zurich 
Switzerland
;
_audit_update_record             
;
2019-12-22 deposited with the CCDC.	2020-03-10 downloaded from the CCDC.
;
_audit_creation_date             2019-09-02
_audit_creation_method           
;
Olex2 1.2
(compiled May 18 2018 14:05:52 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H27 Cl3 Co N2 O4, C2 H3 N'
_chemical_formula_sum            'C31 H30 Cl3 Co N3 O4'
_chemical_formula_weight         673.86
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Co1 Cl3 N3 O4 C31 H30'
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'
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                   7.9579(3)
_cell_length_b                   12.8642(4)
_cell_length_c                   16.4462(5)
_cell_angle_alpha                67.782(3)
_cell_angle_beta                 76.185(3)
_cell_angle_gamma                78.925(3)
_cell_volume                     1503.80(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9065
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      30.5090
_cell_measurement_theta_min      2.5160
_shelx_estimated_absorpt_T_max   0.810
_shelx_estimated_absorpt_T_min   0.474
_exptl_absorpt_coefficient_mu    0.879
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.68629
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'CrysAlisPro 1.171.40.16b (Rigaku Oxford Diffraction, 2018) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark red'
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.488
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             694
_exptl_crystal_size_max          1
_exptl_crystal_size_mid          0.52
_exptl_crystal_size_min          0.25
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0596
_diffrn_reflns_av_unetI/netI     0.0566
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.925
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            40695
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.925
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.952
_diffrn_reflns_theta_min         1.721
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0839
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.925
_diffrn_measurement_details      
'List of Runs (angles in degrees, time in seconds): # Type Start End Width tₑₓₚ ω θ κ φ Frames -------------------------------------------------------------------------- 1 ω -25.00 20.00 1.00 2.00 -- -20.87 -99.00 0.00 45 2 ω -25.00 20.00 1.00 2.00 -- -20.87 -99.00 -60.00 45 3 ω -47.00 40.00 1.00 2.00 -- 21.49 -57.00 -30.00 87 4 ω -16.00 94.00 1.00 2.00 -- 21.49 19.00 150.00 110 5 ω 34.00 96.00 1.00 2.00 -- 21.49 179.00 0.00 62 6 ω -25.00 62.00 1.00 2.00 -- 21.49 -99.00-150.00 87 7 ω -48.00 50.00 1.00 2.00 -- 21.49 -77.00 90.00 98 8 ω -25.00 20.00 1.00 2.00 -- -20.87 -99.00 120.00 45 9 ω 3.00 90.00 1.00 2.00 -- 21.49 57.00 90.00 87 10 ω 11.00 90.00 1.00 2.00 -- 21.49-147.00 52.00 79 11 ω -1.00 92.00 1.00 2.00 -- 21.49 38.00 -30.00 93 12 ω 3.00 90.00 1.00 2.00 -- 21.49 57.00 0.00 87 13 ω 3.00 90.00 1.00 2.00 -- 21.49 57.00-120.00 87 14 ω -25.00 0.00 1.00 2.00 -- 21.49 -99.00 90.00 25 15 ω -1.00 92.00 1.00 2.00 -- 21.49 38.00-150.00 93'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0118411000
_diffrn_orient_matrix_UB_12      -0.0593803000
_diffrn_orient_matrix_UB_13      0.0103296000
_diffrn_orient_matrix_UB_21      -0.0129281000
_diffrn_orient_matrix_UB_22      -0.0082025000
_diffrn_orient_matrix_UB_23      0.0461064000
_diffrn_orient_matrix_UB_31      -0.0907020000
_diffrn_orient_matrix_UB_32      0.0003307000
_diffrn_orient_matrix_UB_33      0.0036038000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6611
_reflns_number_total             8835
_reflns_odcompleteness_completeness 99.99
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     28.22
_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       'CrysAlisPro 1.171.40.16b (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.16b (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.16b (Rigaku OD, 2018)'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.460
_refine_diff_density_min         -0.561
_refine_diff_density_rms         0.075
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     384
_refine_ls_number_reflns         8835
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0664
_refine_ls_R_factor_gt           0.0431
_refine_ls_restrained_S_all      1.051
_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)+(0.0334P)²+0.5387P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0894
_refine_ls_wR_factor_ref         0.1025
_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 Secondary CH2 refined with riding coordinates:
 C24(H24A,H24B)
2.b Aromatic/amide H refined with riding coordinates:
 C29(H29), C26(H26), C1(H1), C28(H28), C11(H11), C3(H3), C9(H9), C19(H19),
 C27(H27), C2(H2), C17(H17), C10(H10), C18(H18)
2.c Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C14(H14A,H14B,H14C), C23(H23A,H23B,H23C), C21(H21A,H21B,
 H21C), C30(H30A,H30B,H30C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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 0.27119(3) 0.69896(2) 0.81106(2) 0.02207(8) Uani 1 1 d . . . . .
Cl2 Cl 0.08030(7) 0.65448(5) 0.75058(4) 0.02853(12) Uani 1 1 d . . . . .
Cl3 Cl 0.15144(8) 0.79152(5) 0.90732(4) 0.03350(13) Uani 1 1 d . . . . .
Cl1 Cl 0.49399(7) 0.78113(5) 0.70994(4) 0.03068(13) Uani 1 1 d . . . . .
O3 O 1.05142(19) 0.35065(12) 0.51168(9) 0.0272(3) Uani 1 1 d . . . . .
O4 O 1.18239(19) 0.14073(13) 0.71699(11) 0.0304(4) Uani 1 1 d . . . . .
O2 O 0.8276(2) 0.03702(12) 0.73609(10) 0.0299(3) Uani 1 1 d . . . . .
O1 O 0.67581(19) 0.24384(14) 0.55130(11) 0.0318(4) Uani 1 1 d . . . . .
N1 N 0.6955(2) 0.40989(14) 0.76418(11) 0.0206(3) Uani 1 1 d . . . . .
N2 N 0.3487(2) 0.53670(14) 0.89779(11) 0.0205(3) Uani 1 1 d . . . . .
C7 C 0.9363(2) 0.27303(16) 0.73723(12) 0.0183(4) Uani 1 1 d . . . . .
C6 C 0.8555(2) 0.26106(15) 0.67394(12) 0.0167(4) Uani 1 1 d . . . . .
C12 C 0.8537(2) 0.35000(16) 0.78268(13) 0.0198(4) Uani 1 1 d . . . . .
C5 C 0.6890(2) 0.31888(16) 0.66061(13) 0.0192(4) Uani 1 1 d . . . . .
C8 C 1.1027(2) 0.21228(17) 0.75968(13) 0.0205(4) Uani 1 1 d . . . . .
C24 C 0.6202(3) 0.50141(17) 0.80058(13) 0.0237(4) Uani 1 1 d . . . . .
H24A H 0.563616 0.562877 0.756391 0.028 Uiso 1 1 calc R . . . .
H24B H 0.713529 0.530196 0.811495 0.028 Uiso 1 1 calc R . . . .
C15 C 0.9496(2) 0.18794(16) 0.62158(13) 0.0188(4) Uani 1 1 d . . . . .
C25 C 0.4892(3) 0.46277(17) 0.88656(13) 0.0215(4) Uani 1 1 d . . . . .
C13 C 0.6062(2) 0.39232(16) 0.70931(13) 0.0201(4) Uani 1 1 d . . . . .
C4 C 0.5938(3) 0.30987(17) 0.59878(14) 0.0230(4) Uani 1 1 d . . . . .
C29 C 0.2320(3) 0.50362(19) 0.97401(14) 0.0246(4) Uani 1 1 d . . . . .
H29 H 0.134254 0.553962 0.982136 0.029 Uiso 1 1 calc R . . . .
C26 C 0.5159(3) 0.35788(19) 0.95175(15) 0.0301(5) Uani 1 1 d . . . . .
H26 H 0.615059 0.308902 0.942886 0.036 Uiso 1 1 calc R . . . .
C20 C 1.0540(3) 0.23515(17) 0.53937(13) 0.0214(4) Uani 1 1 d . . . . .
C1 C 0.4384(3) 0.44835(18) 0.69983(14) 0.0269(5) Uani 1 1 d . . . . .
H1 H 0.384607 0.494702 0.732642 0.032 Uiso 1 1 calc R . . . .
C28 C 0.2481(3) 0.39987(19) 1.04085(14) 0.0276(5) Uani 1 1 d . . . . .
H28 H 0.162440 0.380229 1.091836 0.033 Uiso 1 1 calc R . . . .
C16 C 0.9396(3) 0.07204(17) 0.65607(14) 0.0225(4) Uani 1 1 d . . . . .
C11 C 0.9307(3) 0.36453(19) 0.84532(14) 0.0266(5) Uani 1 1 d . . . . .
H11 H 0.875937 0.415168 0.874145 0.032 Uiso 1 1 calc R . . . .
C3 C 0.4308(3) 0.36603(19) 0.59082(15) 0.0282(5) Uani 1 1 d . . . . .
H3 H 0.370618 0.358936 0.551506 0.034 Uiso 1 1 calc R . . . .
C9 C 1.1733(3) 0.22812(18) 0.82198(14) 0.0258(4) Uani 1 1 d . . . . .
H9 H 1.279157 0.188099 0.836160 0.031 Uiso 1 1 calc R . . . .
C22 C 1.1199(3) 0.4077(2) 0.42008(14) 0.0306(5) Uani 1 1 d . . . . .
H22A H 1.064435 0.387716 0.383065 0.046 Uiso 1 1 calc GR . . . .
H22B H 1.243114 0.385816 0.408387 0.046 Uiso 1 1 calc GR . . . .
H22C H 1.098469 0.487823 0.407083 0.046 Uiso 1 1 calc GR . . . .
C19 C 1.1516(3) 0.1677(2) 0.49223(15) 0.0291(5) Uani 1 1 d . . . . .
H19 H 1.220025 0.199338 0.436582 0.035 Uiso 1 1 calc R . . . .
C27 C 0.3948(3) 0.3260(2) 1.03004(15) 0.0306(5) Uani 1 1 d . . . . .
H27 H 0.412021 0.256148 1.074490 0.037 Uiso 1 1 calc R . . . .
C2 C 0.3553(3) 0.4340(2) 0.64196(15) 0.0314(5) Uani 1 1 d . . . . .
H2 H 0.243824 0.470930 0.636351 0.038 Uiso 1 1 calc R . . . .
C31 C 0.6619(3) 0.0832(2) 0.92045(17) 0.0382(6) Uani 1 1 d . . . . .
C17 C 1.0398(3) 0.00296(19) 0.61105(16) 0.0296(5) Uani 1 1 d . . . . .
H17 H 1.036674 -0.074876 0.634810 0.036 Uiso 1 1 calc R . . . .
C14 C 0.5952(3) 0.2381(2) 0.48376(16) 0.0370(6) Uani 1 1 d . . . . .
H14A H 0.564623 0.313176 0.444564 0.056 Uiso 1 1 calc GR . . . .
H14B H 0.492082 0.200572 0.511675 0.056 Uiso 1 1 calc GR . . . .
H14C H 0.675108 0.196659 0.450003 0.056 Uiso 1 1 calc GR . . . .
C23 C 1.3378(3) 0.0693(2) 0.74335(17) 0.0320(5) Uani 1 1 d . . . . .
H23A H 1.375656 0.020235 0.709044 0.048 Uiso 1 1 calc GR . . . .
H23B H 1.313393 0.024648 0.805714 0.048 Uiso 1 1 calc GR . . . .
H23C H 1.427939 0.115323 0.732831 0.048 Uiso 1 1 calc GR . . . .
C10 C 1.0860(3) 0.3043(2) 0.86386(14) 0.0297(5) Uani 1 1 d . . . . .
H10 H 1.135360 0.314359 0.905861 0.036 Uiso 1 1 calc R . . . .
C18 C 1.1447(3) 0.0525(2) 0.52994(16) 0.0334(5) Uani 1 1 d . . . . .
H18 H 1.213116 0.006407 0.499662 0.040 Uiso 1 1 calc R . . . .
N3 N 0.5372(3) 0.1327(2) 0.89756(19) 0.0596(7) Uani 1 1 d . . . . .
C21 C 0.7875(4) -0.0769(2) 0.76838(18) 0.0425(6) Uani 1 1 d . . . . .
H21A H 0.750993 -0.091186 0.722386 0.064 Uiso 1 1 calc GR . . . .
H21B H 0.695447 -0.088193 0.819642 0.064 Uiso 1 1 calc GR . . . .
H21C H 0.889038 -0.127706 0.784824 0.064 Uiso 1 1 calc GR . . . .
C30 C 0.8217(3) 0.0227(2) 0.95019(18) 0.0453(7) Uani 1 1 d . . . . .
H30A H 0.901429 0.006039 0.901649 0.068 Uiso 1 1 calc GR . . . .
H30B H 0.796958 -0.046466 0.998591 0.068 Uiso 1 1 calc GR . . . .
H30C H 0.872855 0.068558 0.970089 0.068 Uiso 1 1 calc GR . . . .


_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 Cl2 2.2606(6) . ?
Co1 Cl3 2.2586(6) . ?
Co1 Cl1 2.2381(6) . ?
Co1 N2 2.1086(17) . ?
O3 C20 1.377(2) . ?
O3 C22 1.425(2) . ?
O4 C8 1.339(2) . ?
O4 C23 1.443(2) . ?
O2 C16 1.369(2) . ?
O2 C21 1.429(3) . ?
O1 C4 1.343(2) . ?
O1 C14 1.439(2) . ?
N1 C12 1.380(2) . ?
N1 C24 1.481(2) . ?
N1 C13 1.376(3) . ?
N2 C25 1.347(3) . ?
N2 C29 1.344(2) . ?
C7 C6 1.414(3) . ?
C7 C12 1.431(3) . ?
C7 C8 1.455(3) . ?
C6 C5 1.412(3) . ?
C6 C15 1.490(3) . ?
C12 C11 1.401(3) . ?
C5 C13 1.432(3) . ?
C5 C4 1.453(3) . ?
C8 C9 1.373(3) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 C25 1.515(3) . ?
C15 C20 1.387(3) . ?
C15 C16 1.391(3) . ?
C25 C26 1.385(3) . ?
C13 C1 1.404(3) . ?
C4 C3 1.368(3) . ?
C29 H29 0.9300 . ?
C29 C28 1.378(3) . ?
C26 H26 0.9300 . ?
C26 C27 1.384(3) . ?
C20 C19 1.385(3) . ?
C1 H1 0.9300 . ?
C1 C2 1.363(3) . ?
C28 H28 0.9300 . ?
C28 C27 1.378(3) . ?
C16 C17 1.385(3) . ?
C11 H11 0.9300 . ?
C11 C10 1.362(3) . ?
C3 H3 0.9300 . ?
C3 C2 1.395(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.392(3) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C19 H19 0.9300 . ?
C19 C18 1.381(3) . ?
C27 H27 0.9300 . ?
C2 H2 0.9300 . ?
C31 N3 1.134(3) . ?
C31 C30 1.446(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.383(3) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C10 H10 0.9300 . ?
C18 H18 0.9300 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?

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
Cl3 Co1 Cl2 115.39(2) . . ?
Cl1 Co1 Cl2 113.32(2) . . ?
Cl1 Co1 Cl3 112.31(2) . . ?
N2 Co1 Cl2 99.76(5) . . ?
N2 Co1 Cl3 102.01(5) . . ?
N2 Co1 Cl1 112.80(5) . . ?
C20 O3 C22 117.05(16) . . ?
C8 O4 C23 119.35(16) . . ?
C16 O2 C21 117.04(18) . . ?
C4 O1 C14 118.83(17) . . ?
C12 N1 C24 119.57(16) . . ?
C13 N1 C12 122.88(16) . . ?
C13 N1 C24 117.49(16) . . ?
C25 N2 Co1 130.30(13) . . ?
C29 N2 Co1 112.28(14) . . ?
C29 N2 C25 117.36(18) . . ?
C6 C7 C12 119.46(17) . . ?
C6 C7 C8 124.24(17) . . ?
C12 C7 C8 116.29(17) . . ?
C7 C6 C15 118.92(16) . . ?
C5 C6 C7 119.93(17) . . ?
C5 C6 C15 121.15(17) . . ?
N1 C12 C7 118.88(17) . . ?
N1 C12 C11 120.16(18) . . ?
C11 C12 C7 120.96(18) . . ?
C6 C5 C13 119.46(17) . . ?
C6 C5 C4 123.98(18) . . ?
C13 C5 C4 116.56(17) . . ?
O4 C8 C7 116.95(17) . . ?
O4 C8 C9 122.02(18) . . ?
C9 C8 C7 121.04(18) . . ?
N1 C24 H24A 109.0 . . ?
N1 C24 H24B 109.0 . . ?
N1 C24 C25 112.89(16) . . ?
H24A C24 H24B 107.8 . . ?
C25 C24 H24A 109.0 . . ?
C25 C24 H24B 109.0 . . ?
C20 C15 C6 119.67(17) . . ?
C20 C15 C16 119.67(18) . . ?
C16 C15 C6 120.61(18) . . ?
N2 C25 C24 116.79(17) . . ?
N2 C25 C26 121.64(18) . . ?
C26 C25 C24 121.53(19) . . ?
N1 C13 C5 118.94(17) . . ?
N1 C13 C1 120.07(18) . . ?
C1 C13 C5 120.97(18) . . ?
O1 C4 C5 115.83(17) . . ?
O1 C4 C3 123.20(18) . . ?
C3 C4 C5 120.96(19) . . ?
N2 C29 H29 117.9 . . ?
N2 C29 C28 124.1(2) . . ?
C28 C29 H29 117.9 . . ?
C25 C26 H26 120.0 . . ?
C27 C26 C25 120.0(2) . . ?
C27 C26 H26 120.0 . . ?
O3 C20 C15 114.36(17) . . ?
O3 C20 C19 124.97(19) . . ?
C19 C20 C15 120.67(19) . . ?
C13 C1 H1 120.4 . . ?
C2 C1 C13 119.2(2) . . ?
C2 C1 H1 120.4 . . ?
C29 C28 H28 120.9 . . ?
C29 C28 C27 118.13(19) . . ?
C27 C28 H28 120.9 . . ?
O2 C16 C15 113.74(18) . . ?
O2 C16 C17 125.82(19) . . ?
C17 C16 C15 120.4(2) . . ?
C12 C11 H11 120.1 . . ?
C10 C11 C12 119.8(2) . . ?
C10 C11 H11 120.1 . . ?
C4 C3 H3 120.2 . . ?
C4 C3 C2 119.7(2) . . ?
C2 C3 H3 120.2 . . ?
C8 C9 H9 120.1 . . ?
C8 C9 C10 119.8(2) . . ?
C10 C9 H9 120.1 . . ?
O3 C22 H22A 109.5 . . ?
O3 C22 H22B 109.5 . . ?
O3 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 C19 H19 120.8 . . ?
C18 C19 C20 118.3(2) . . ?
C18 C19 H19 120.8 . . ?
C26 C27 H27 120.7 . . ?
C28 C27 C26 118.7(2) . . ?
C28 C27 H27 120.7 . . ?
C1 C2 C3 122.6(2) . . ?
C1 C2 H2 118.7 . . ?
C3 C2 H2 118.7 . . ?
N3 C31 C30 178.4(3) . . ?
C16 C17 H17 120.8 . . ?
C18 C17 C16 118.4(2) . . ?
C18 C17 H17 120.8 . . ?
O1 C14 H14A 109.5 . . ?
O1 C14 H14B 109.5 . . ?
O1 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O4 C23 H23A 109.5 . . ?
O4 C23 H23B 109.5 . . ?
O4 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C11 C10 C9 122.14(19) . . ?
C11 C10 H10 118.9 . . ?
C9 C10 H10 118.9 . . ?
C19 C18 C17 122.4(2) . . ?
C19 C18 H18 118.8 . . ?
C17 C18 H18 118.8 . . ?
O2 C21 H21A 109.5 . . ?
O2 C21 H21B 109.5 . . ?
O2 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C31 C30 H30A 109.5 . . ?
C31 C30 H30B 109.5 . . ?
C31 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
'Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling'
_oxdiff_exptl_absorpt_empirical_full_max 1.324
_oxdiff_exptl_absorpt_empirical_full_min 0.709
####################################################################### 
# 
# 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_m-2-144-2n
_database_code_depnum_ccdc_archive 'CCDC 1973589'
loop_
_audit_author_name
_audit_author_address
'Jan Bloch'
;ETH Zurich 
Switzerland
;
_audit_update_record             
;
2019-12-22 deposited with the CCDC.	2020-03-10 downloaded from the CCDC.
;
_audit_creation_date             2019-09-08
_audit_creation_method           
;
Olex2 1.2
(compiled May 18 2018 14:05:52 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H27 Cl3 N2 Ni O4, 0.5(C4 H8 O)'
_chemical_formula_sum            'C31 H31 Cl3 N2 Ni O4.50'
_chemical_formula_weight         668.64
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Ni1 Cl3 N2 O4.5 C31 H31'
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 '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                   7.5471(2)
_cell_length_b                   13.4245(4)
_cell_length_c                   16.5205(5)
_cell_angle_alpha                110.441(3)
_cell_angle_beta                 98.644(3)
_cell_angle_gamma                101.914(2)
_cell_volume                     1488.78(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6147
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      30.2130
_cell_measurement_theta_min      2.5390
_shelx_estimated_absorpt_T_max   0.927
_shelx_estimated_absorpt_T_min   0.596
_exptl_absorpt_coefficient_mu    0.963
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.84855
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'CrysAlisPro 1.171.40.16b (Rigaku Oxford Diffraction, 2018) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark red'
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.492
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             692
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0439
_diffrn_reflns_av_unetI/netI     0.0677
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.877
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            20068
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.877
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.863
_diffrn_reflns_theta_min         2.546
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0839
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.877
_diffrn_measurement_details      
'List of Runs (angles in degrees, time in seconds): # Type Start End Width tₑₓₚ ω θ κ φ Frames -------------------------------------------------------------------------- 1 ω -93.00 17.00 0.50 5.00 -- -20.55 -19.00 150.00 220 2 ω -25.00 20.00 0.50 5.00 -- -20.55 -99.00 90.00 90 3 ω -25.00 20.00 0.50 5.00 -- -20.55 -99.00 -90.00 90 4 ω -17.00 94.00 0.50 5.00 -- 21.18 19.00-180.00 222 5 ω 34.00 95.00 0.50 5.00 -- 21.18 179.00 90.00 122 6 ω -47.00 40.00 0.50 5.00 -- 21.18 -57.00 90.00 174 7 ω -48.00 50.00 0.50 5.00 -- 21.18 -77.00-180.00 196'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0493179000
_diffrn_orient_matrix_UB_12      0.0567386000
_diffrn_orient_matrix_UB_13      0.0238352000
_diffrn_orient_matrix_UB_21      0.0080282000
_diffrn_orient_matrix_UB_22      -0.0078339000
_diffrn_orient_matrix_UB_23      0.0405484000
_diffrn_orient_matrix_UB_31      0.0854820000
_diffrn_orient_matrix_UB_32      -0.0129766000
_diffrn_orient_matrix_UB_33      -0.0042874000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6410
_reflns_number_total             8217
_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       'CrysAlisPro 1.171.40.16b (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.16b (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.16b (Rigaku OD, 2018)'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.572
_refine_diff_density_min         -0.487
_refine_diff_density_rms         0.083
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     401
_refine_ls_number_reflns         8217
_refine_ls_number_restraints     36
_refine_ls_R_factor_all          0.0623
_refine_ls_R_factor_gt           0.0455
_refine_ls_restrained_S_all      1.078
_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)+(0.0344P)²+0.2465P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0961
_refine_ls_wR_factor_ref         0.1071
_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. Restrained distances
 C30-C31 \\sim C31-C32 \\sim C32-C33
 with sigma of 0.02
 O5-C30 \\sim O5-C33
 with sigma of 0.02
 O5-C31 \\sim O5-C32
 with sigma of 0.04
 C31-C33 \\sim C30-C32
 with sigma of 0.04
3. Rigid body (RIGU) restrains
 C31, H31A, H31B, C32, C30, H32A, H32B, C33, O5, H30A, H30B, H33A, H33B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Fixed Sof: C31(0.5) H31A(0.5) H31B(0.5) C32(0.5) H32A(0.5) H32B(0.5) C33(0.5)
 H33A(0.5) H33B(0.5) O5(0.5) C30(0.5) H30A(0.5) H30B(0.5)
5.a Secondary CH2 refined with riding coordinates:
 C24(H24A,H24B), C31(H31A,H31B), C32(H32A,H32B), C33(H33A,H33B), C30(H30A,H30B)
5.b Aromatic/amide H refined with riding coordinates:
 C29(H29), C28(H28), C27(H27), C26(H26), C19(H19), C17(H17), C11(H11), C1(H1),
 C18(H18), C2(H2), C9(H9), C3(H3), C10(H10)
5.c Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C21(H21A,H21B,H21C), C22(H22A,H22B,H22C), C14(H14A,H14B,
 H14C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Ni1 Ni 0.82531(4) 0.99158(2) 0.84423(2) 0.01890(9) Uani 1 1 d . . . . .
Cl2 Cl 0.56478(8) 0.97289(5) 0.74682(4) 0.02387(13) Uani 1 1 d . . . . .
Cl3 Cl 0.95513(8) 1.17114(4) 0.93483(4) 0.02397(13) Uani 1 1 d . . . . .
Cl1 Cl 0.97412(8) 0.87664(5) 0.76434(4) 0.02550(13) Uani 1 1 d . . . . .
O2 O 0.4383(2) 0.35800(13) 0.51433(11) 0.0248(4) Uani 1 1 d . . . . .
O4 O 0.6613(2) 0.29410(13) 0.71312(12) 0.0271(4) Uani 1 1 d . . . . .
O3 O 0.2577(2) 0.22764(13) 0.72392(11) 0.0244(4) Uani 1 1 d . . . . .
O1 O 0.0174(2) 0.30275(14) 0.57758(13) 0.0303(4) Uani 1 1 d . . . . .
N2 N 0.7104(2) 0.92414(15) 0.92449(13) 0.0173(4) Uani 1 1 d . . . . .
N1 N 0.4927(3) 0.63291(15) 0.77083(13) 0.0196(4) Uani 1 1 d . . . . .
C15 C 0.3494(3) 0.28602(17) 0.61596(15) 0.0164(4) Uani 1 1 d . . . . .
C6 C 0.3904(3) 0.40325(17) 0.67940(15) 0.0160(4) Uani 1 1 d . . . . .
C29 C 0.7401(3) 0.98820(18) 1.01118(15) 0.0187(5) Uani 1 1 d . . . . .
H29 H 0.829156 1.056644 1.034250 0.022 Uiso 1 1 calc R . . . .
C28 C 0.6450(3) 0.95755(19) 1.06777(15) 0.0203(5) Uani 1 1 d . . . . .
H28 H 0.670352 1.003919 1.127583 0.024 Uiso 1 1 calc R . . . .
C25 C 0.5848(3) 0.82361(18) 0.89240(16) 0.0199(5) Uani 1 1 d . . . . .
C27 C 0.5117(3) 0.8568(2) 1.03358(16) 0.0231(5) Uani 1 1 d . . . . .
H27 H 0.442704 0.834670 1.069567 0.028 Uiso 1 1 calc R . . . .
C20 C 0.2824(3) 0.19773(18) 0.63960(16) 0.0188(5) Uani 1 1 d . . . . .
C7 C 0.5652(3) 0.45806(18) 0.74124(15) 0.0187(5) Uani 1 1 d . . . . .
C0AA C 0.2579(3) 0.46331(17) 0.67393(15) 0.0170(4) Uani 1 1 d . . . . .
C26 C 0.4818(3) 0.78855(19) 0.94438(17) 0.0241(5) Uani 1 1 d . . . . .
H26 H 0.393155 0.719881 0.920075 0.029 Uiso 1 1 calc R . . . .
C12 C 0.6144(3) 0.57520(18) 0.78810(15) 0.0202(5) Uani 1 1 d . . . . .
C24 C 0.5681(4) 0.75280(18) 0.79643(16) 0.0245(5) Uani 1 1 d . . . . .
H24A H 0.488362 0.775933 0.758968 0.029 Uiso 1 1 calc R . . . .
H24B H 0.690698 0.766536 0.784353 0.029 Uiso 1 1 calc R . . . .
C13 C 0.3125(3) 0.58073(18) 0.72161(15) 0.0186(5) Uani 1 1 d . . . . .
C4 C 0.0687(3) 0.41333(19) 0.61889(16) 0.0220(5) Uani 1 1 d . . . . .
C16 C 0.3735(3) 0.26480(19) 0.53063(16) 0.0197(5) Uani 1 1 d . . . . .
C19 C 0.2460(3) 0.0898(2) 0.57903(18) 0.0283(6) Uani 1 1 d . . . . .
H19 H 0.203868 0.030565 0.594769 0.034 Uiso 1 1 calc R . . . .
C17 C 0.3358(3) 0.1575(2) 0.46854(17) 0.0273(5) Uani 1 1 d . . . . .
H17 H 0.352004 0.143580 0.411292 0.033 Uiso 1 1 calc R . . . .
C11 C 0.7879(3) 0.6341(2) 0.85012(17) 0.0279(5) Uani 1 1 d . . . . .
H11 H 0.818736 0.710694 0.879595 0.033 Uiso 1 1 calc R . . . .
C1 C 0.1857(4) 0.64314(19) 0.71598(17) 0.0269(5) Uani 1 1 d . . . . .
H1 H 0.221214 0.719272 0.748447 0.032 Uiso 1 1 calc R . . . .
C8 C 0.7050(3) 0.40362(19) 0.75939(16) 0.0224(5) Uani 1 1 d . . . . .
C23 C 0.7863(4) 0.2341(2) 0.7340(2) 0.0354(7) Uani 1 1 d . . . . .
H23A H 0.731727 0.156236 0.699604 0.053 Uiso 1 1 calc GR . . . .
H23B H 0.807997 0.248118 0.796266 0.053 Uiso 1 1 calc GR . . . .
H23C H 0.902632 0.257795 0.720073 0.053 Uiso 1 1 calc GR . . . .
C18 C 0.2733(4) 0.0715(2) 0.49450(19) 0.0340(6) Uani 1 1 d . . . . .
H18 H 0.248882 -0.000963 0.453773 0.041 Uiso 1 1 calc R . . . .
C21 C 0.4442(4) 0.3414(2) 0.42476(17) 0.0316(6) Uani 1 1 d . . . . .
H21A H 0.323363 0.298917 0.385938 0.047 Uiso 1 1 calc GR . . . .
H21B H 0.534430 0.302150 0.407868 0.047 Uiso 1 1 calc GR . . . .
H21C H 0.478609 0.411784 0.420190 0.047 Uiso 1 1 calc GR . . . .
C2 C 0.0108(4) 0.5908(2) 0.66256(18) 0.0329(6) Uani 1 1 d . . . . .
H2 H -0.071647 0.632675 0.658700 0.039 Uiso 1 1 calc R . . . .
C22 C 0.1997(4) 0.1403(2) 0.75333(19) 0.0325(6) Uani 1 1 d . . . . .
H22A H 0.081262 0.091633 0.715578 0.049 Uiso 1 1 calc GR . . . .
H22B H 0.188346 0.171285 0.813557 0.049 Uiso 1 1 calc GR . . . .
H22C H 0.290669 0.099435 0.750569 0.049 Uiso 1 1 calc GR . . . .
C9 C 0.8709(3) 0.4633(2) 0.82146(18) 0.0313(6) Uani 1 1 d . . . . .
H9 H 0.957995 0.427401 0.833665 0.038 Uiso 1 1 calc R . . . .
C3 C -0.0496(3) 0.4767(2) 0.61333(18) 0.0294(6) Uani 1 1 d . . . . .
H3 H -0.169763 0.443897 0.576862 0.035 Uiso 1 1 calc R . . . .
C10 C 0.9091(3) 0.5771(2) 0.86603(19) 0.0345(6) Uani 1 1 d . . . . .
H10 H 1.021616 0.615718 0.908309 0.041 Uiso 1 1 calc R . . . .
C14 C -0.1582(4) 0.2485(2) 0.5141(2) 0.0428(8) Uani 1 1 d . . . . .
H14A H -0.163854 0.277594 0.468590 0.064 Uiso 1 1 calc GR . . . .
H14B H -0.257049 0.260914 0.543309 0.064 Uiso 1 1 calc GR . . . .
H14C H -0.171655 0.170450 0.487619 0.064 Uiso 1 1 calc GR . . . .
C31 C 0.3907(12) 0.5043(7) 0.9709(6) 0.065(2) Uani 0.5 1 d D U P A -1
H31A H 0.275796 0.488954 0.989605 0.078 Uiso 0.5 1 calc R U P A -1
H31B H 0.363642 0.512706 0.914723 0.078 Uiso 0.5 1 calc R U P A -1
C32 C 0.5363(15) 0.6055(9) 1.0417(10) 0.054(3) Uani 0.5 1 d D U P A -1
H32A H 0.588736 0.656146 1.015989 0.065 Uiso 0.5 1 calc R U P A -1
H32B H 0.481582 0.644177 1.088509 0.065 Uiso 0.5 1 calc R U P A -1
C33 C 0.6802(10) 0.5629(5) 1.0770(5) 0.0448(15) Uani 0.5 1 d D U P A -1
H33A H 0.786640 0.573899 1.051541 0.054 Uiso 0.5 1 calc R U P A -1
H33B H 0.722024 0.601706 1.141203 0.054 Uiso 0.5 1 calc R U P A -1
O5 O 0.6035(9) 0.4521(4) 1.0549(4) 0.0769(19) Uani 0.5 1 d D U P A -1
C30 C 0.489(3) 0.4159(12) 0.9647(11) 0.107(7) Uani 0.5 1 d D U P A -1
H30A H 0.400042 0.344183 0.946950 0.128 Uiso 0.5 1 calc R U P A -1
H30B H 0.566216 0.411328 0.922330 0.128 Uiso 0.5 1 calc R U P A -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
Ni1 Cl2 2.2543(6) . ?
Ni1 Cl3 2.2527(6) . ?
Ni1 Cl1 2.2634(6) . ?
Ni1 N2 2.0468(18) . ?
O2 C16 1.378(3) . ?
O2 C21 1.426(3) . ?
O4 C8 1.339(3) . ?
O4 C23 1.438(3) . ?
O3 C20 1.362(3) . ?
O3 C22 1.433(3) . ?
O1 C4 1.340(3) . ?
O1 C14 1.427(3) . ?
N2 C29 1.343(3) . ?
N2 C25 1.350(3) . ?
N1 C12 1.376(3) . ?
N1 C24 1.472(3) . ?
N1 C13 1.371(3) . ?
C15 C6 1.490(3) . ?
C15 C20 1.396(3) . ?
C15 C16 1.385(3) . ?
C6 C7 1.412(3) . ?
C6 C0AA 1.420(3) . ?
C29 H29 0.9300 . ?
C29 C28 1.381(3) . ?
C28 H28 0.9300 . ?
C28 C27 1.376(3) . ?
C25 C26 1.376(3) . ?
C25 C24 1.507(3) . ?
C27 H27 0.9300 . ?
C27 C26 1.390(3) . ?
C20 C19 1.385(3) . ?
C7 C12 1.426(3) . ?
C7 C8 1.454(3) . ?
C0AA C13 1.429(3) . ?
C0AA C4 1.450(3) . ?
C26 H26 0.9300 . ?
C12 C11 1.411(3) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C13 C1 1.409(3) . ?
C4 C3 1.369(3) . ?
C16 C17 1.386(3) . ?
C19 H19 0.9300 . ?
C19 C18 1.386(4) . ?
C17 H17 0.9300 . ?
C17 C18 1.385(4) . ?
C11 H11 0.9300 . ?
C11 C10 1.360(3) . ?
C1 H1 0.9300 . ?
C1 C2 1.360(4) . ?
C8 C9 1.374(3) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C18 H18 0.9300 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C2 H2 0.9300 . ?
C2 C3 1.394(3) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C9 H9 0.9300 . ?
C9 C10 1.388(4) . ?
C3 H3 0.9300 . ?
C10 H10 0.9300 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C31 C32 1.520(12) . ?
C31 C30 1.508(11) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C32 C33 1.465(9) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C33 O5 1.373(8) . ?
O5 C30 1.462(13) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?

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
Cl2 Ni1 Cl1 105.54(2) . . ?
Cl3 Ni1 Cl2 110.10(2) . . ?
Cl3 Ni1 Cl1 125.79(2) . . ?
N2 Ni1 Cl2 100.30(5) . . ?
N2 Ni1 Cl3 103.49(6) . . ?
N2 Ni1 Cl1 108.78(5) . . ?
C16 O2 C21 116.85(19) . . ?
C8 O4 C23 118.83(19) . . ?
C20 O3 C22 117.01(19) . . ?
C4 O1 C14 119.15(18) . . ?
C29 N2 Ni1 118.66(15) . . ?
C29 N2 C25 117.8(2) . . ?
C25 N2 Ni1 122.87(16) . . ?
C12 N1 C24 117.86(19) . . ?
C13 N1 C12 122.12(19) . . ?
C13 N1 C24 119.52(18) . . ?
C20 C15 C6 121.7(2) . . ?
C16 C15 C6 118.80(19) . . ?
C16 C15 C20 119.5(2) . . ?
C7 C6 C15 120.71(19) . . ?
C7 C6 C0AA 119.2(2) . . ?
C0AA C6 C15 119.91(19) . . ?
N2 C29 H29 118.3 . . ?
N2 C29 C28 123.3(2) . . ?
C28 C29 H29 118.3 . . ?
C29 C28 H28 120.8 . . ?
C27 C28 C29 118.5(2) . . ?
C27 C28 H28 120.8 . . ?
N2 C25 C26 122.1(2) . . ?
N2 C25 C24 115.1(2) . . ?
C26 C25 C24 122.9(2) . . ?
C28 C27 H27 120.5 . . ?
C28 C27 C26 118.9(2) . . ?
C26 C27 H27 120.5 . . ?
O3 C20 C15 114.8(2) . . ?
O3 C20 C19 125.0(2) . . ?
C19 C20 C15 120.2(2) . . ?
C6 C7 C12 119.23(19) . . ?
C6 C7 C8 124.5(2) . . ?
C12 C7 C8 116.3(2) . . ?
C6 C0AA C13 119.4(2) . . ?
C6 C0AA C4 123.9(2) . . ?
C13 C0AA C4 116.67(19) . . ?
C25 C26 C27 119.4(2) . . ?
C25 C26 H26 120.3 . . ?
C27 C26 H26 120.3 . . ?
N1 C12 C7 119.5(2) . . ?
N1 C12 C11 119.0(2) . . ?
C11 C12 C7 121.5(2) . . ?
N1 C24 C25 115.17(19) . . ?
N1 C24 H24A 108.5 . . ?
N1 C24 H24B 108.5 . . ?
C25 C24 H24A 108.5 . . ?
C25 C24 H24B 108.5 . . ?
H24A C24 H24B 107.5 . . ?
N1 C13 C0AA 119.07(19) . . ?
N1 C13 C1 120.0(2) . . ?
C1 C13 C0AA 120.9(2) . . ?
O1 C4 C0AA 115.85(18) . . ?
O1 C4 C3 123.2(2) . . ?
C3 C4 C0AA 121.0(2) . . ?
O2 C16 C15 114.6(2) . . ?
O2 C16 C17 124.1(2) . . ?
C15 C16 C17 121.3(2) . . ?
C20 C19 H19 120.6 . . ?
C20 C19 C18 118.8(2) . . ?
C18 C19 H19 120.6 . . ?
C16 C17 H17 121.1 . . ?
C18 C17 C16 117.8(2) . . ?
C18 C17 H17 121.1 . . ?
C12 C11 H11 120.6 . . ?
C10 C11 C12 118.9(2) . . ?
C10 C11 H11 120.6 . . ?
C13 C1 H1 120.4 . . ?
C2 C1 C13 119.3(2) . . ?
C2 C1 H1 120.4 . . ?
O4 C8 C7 116.3(2) . . ?
O4 C8 C9 123.1(2) . . ?
C9 C8 C7 120.6(2) . . ?
O4 C23 H23A 109.5 . . ?
O4 C23 H23B 109.5 . . ?
O4 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C19 C18 H18 118.8 . . ?
C17 C18 C19 122.3(2) . . ?
C17 C18 H18 118.8 . . ?
O2 C21 H21A 109.5 . . ?
O2 C21 H21B 109.5 . . ?
O2 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C1 C2 H2 118.7 . . ?
C1 C2 C3 122.5(2) . . ?
C3 C2 H2 118.7 . . ?
O3 C22 H22A 109.5 . . ?
O3 C22 H22B 109.5 . . ?
O3 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C8 C9 H9 119.8 . . ?
C8 C9 C10 120.3(2) . . ?
C10 C9 H9 119.8 . . ?
C4 C3 C2 119.7(2) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C11 C10 C9 122.4(2) . . ?
C11 C10 H10 118.8 . . ?
C9 C10 H10 118.8 . . ?
O1 C14 H14A 109.5 . . ?
O1 C14 H14B 109.5 . . ?
O1 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
H31A C31 H31B 109.4 . . ?
C32 C31 H31A 111.6 . . ?
C32 C31 H31B 111.6 . . ?
C30 C31 H31A 111.6 . . ?
C30 C31 H31B 111.6 . . ?
C30 C31 C32 100.9(8) . . ?
C31 C32 H32A 110.6 . . ?
C31 C32 H32B 110.6 . . ?
H32A C32 H32B 108.8 . . ?
C33 C32 C31 105.5(7) . . ?
C33 C32 H32A 110.6 . . ?
C33 C32 H32B 110.6 . . ?
C32 C33 H33A 110.1 . . ?
C32 C33 H33B 110.1 . . ?
H33A C33 H33B 108.5 . . ?
O5 C33 C32 107.8(8) . . ?
O5 C33 H33A 110.1 . . ?
O5 C33 H33B 110.1 . . ?
C33 O5 C30 102.4(9) . . ?
C31 C30 H30A 111.0 . . ?
C31 C30 H30B 111.0 . . ?
O5 C30 C31 104.0(9) . . ?
O5 C30 H30A 111.0 . . ?
O5 C30 H30B 111.0 . . ?
H30A C30 H30B 109.0 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
'Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling'
_oxdiff_exptl_absorpt_empirical_full_max 1.127
_oxdiff_exptl_absorpt_empirical_full_min 0.866
####################################################################### 
# 
# 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_mo_col2_0ma
_database_code_depnum_ccdc_archive 'CCDC 1973586'
loop_
_audit_author_name
_audit_author_address
'Jan Bloch'
;ETH Zurich 
Switzerland
;
_audit_update_record             
;
2019-12-22 deposited with the CCDC.	2020-03-10 downloaded from the CCDC.
;
_audit_creation_date             2019-10-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H30 Cl3 Co N3 O2, C2 H3 N'
_chemical_formula_sum            'C33 H33 Cl3 Co N4 O2'
_chemical_formula_weight         682.91
_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'
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      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
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                   25.405(6)
_cell_length_b                   10.880(2)
_cell_length_c                   25.515(8)
_cell_angle_alpha                90
_cell_angle_beta                 117.562(9)
_cell_angle_gamma                90
_cell_volume                     6252(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    4223
_cell_measurement_temperature    100
_cell_measurement_theta_max      24.74
_cell_measurement_theta_min      2.43
_shelx_estimated_absorpt_T_max   0.967
_shelx_estimated_absorpt_T_min   0.830
_exptl_absorpt_coefficient_mu    0.843
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.6614
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0544 before and 0.0476 after correction. The Ratio of minimum to maximum transmission is 0.8872. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic dark green'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.451
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             2824
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0695
_diffrn_reflns_av_unetI/netI     0.0549
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            31567
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.156
_diffrn_reflns_theta_min         1.801
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5084
_reflns_number_total             6902
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.519
_refine_diff_density_min         -0.313
_refine_diff_density_rms         0.077
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     392
_refine_ls_number_reflns         6902
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0683
_refine_ls_R_factor_gt           0.0418
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0441P)²+6.9550P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0916
_refine_ls_wR_factor_ref         0.1025
_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 Secondary CH2 refined with riding coordinates:
 C00O(H00A,H00B), C00R(H00G,H00H), C00U(H00N,H00O), C00Y(H00P,H00Q)
2.b Aromatic/amide H refined with riding coordinates:
 C00F(H00F), C00I(H00I), C00J(H00J), C00K(H00K), C00L(H00L), C00M(H00M),
 C00V(H00V), C00W(H00W), C00X(H00X), C00Z(H00Z), C010(H010), C011(H011),
 C012(H012)
2.c Idealised Me refined as rotating group:
 C00P(H00C,H00D,H00E), C013(H01A,H01B,H01C), C015(H01D,H01E,H01F), C017(H01G,
 H01H,H01I)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Co01 Co 0.13487(2) 0.18401(3) 0.59167(2) 0.01693(10) Uani 1 1 d . . . . .
Cl02 Cl 0.10053(3) 0.36809(6) 0.60355(3) 0.02051(15) Uani 1 1 d . . . . .
Cl03 Cl 0.07676(3) 0.02743(6) 0.59446(3) 0.02193(15) Uani 1 1 d . . . . .
Cl04 Cl 0.23090(3) 0.16553(6) 0.66075(3) 0.02693(17) Uani 1 1 d . . . . .
O005 O 0.34694(8) 0.86923(17) 0.68734(8) 0.0233(4) Uani 1 1 d . . . . .
O006 O 0.41446(8) 0.66501(18) 0.72708(8) 0.0240(4) Uani 1 1 d . . . . .
N007 N 0.12296(9) 0.18203(19) 0.50527(9) 0.0166(5) Uani 1 1 d . . . . .
N008 N 0.40390(10) 0.7512(2) 0.54201(10) 0.0195(5) Uani 1 1 d . . . . .
N009 N 0.24108(9) 0.5444(2) 0.55335(9) 0.0193(5) Uani 1 1 d . . . . .
C00A C 0.32071(11) 0.6531(2) 0.54635(11) 0.0144(5) Uani 1 1 d . . . . .
C00B C 0.34267(11) 0.6943(2) 0.60519(11) 0.0156(5) Uani 1 1 d . . . . .
C00C C 0.26952(11) 0.5761(2) 0.52014(11) 0.0166(5) Uani 1 1 d . . . . .
C00D C 0.35134(11) 0.6859(2) 0.51347(12) 0.0173(5) Uani 1 1 d . . . . .
C00E C 0.41545(11) 0.8199(2) 0.59132(11) 0.0177(5) Uani 1 1 d . . . . .
C00F C 0.32960(12) 0.6443(2) 0.45542(12) 0.0199(6) Uani 1 1 d . . . . .
H00F H 0.349993 0.663460 0.433273 0.024 Uiso 1 1 calc R . . . .
C00G C 0.26888(11) 0.5624(2) 0.61430(12) 0.0180(5) Uani 1 1 d . . . . .
C00H C 0.38286(11) 0.7966(2) 0.62265(11) 0.0172(5) Uani 1 1 d . . . . .
C00I C 0.07954(12) 0.1083(2) 0.46686(12) 0.0199(6) Uani 1 1 d . . . . .
H00I H 0.058872 0.057626 0.481558 0.024 Uiso 1 1 calc R . . . .
C00J C 0.27835(12) 0.5751(2) 0.43040(12) 0.0205(6) Uani 1 1 d . . . . .
H00J H 0.263187 0.550533 0.390287 0.025 Uiso 1 1 calc R . . . .
C00K C 0.24813(11) 0.5400(2) 0.46099(12) 0.0198(6) Uani 1 1 d . . . . .
H00K H 0.213098 0.491772 0.442173 0.024 Uiso 1 1 calc R . . . .
C00L C 0.45911(12) 0.9132(2) 0.61063(12) 0.0204(6) Uani 1 1 d . . . . .
H00L H 0.484488 0.922387 0.592842 0.024 Uiso 1 1 calc R . . . .
C00M C 0.24448(12) 0.5139(3) 0.64916(12) 0.0231(6) Uani 1 1 d . . . . .
H00M H 0.207014 0.473769 0.631233 0.028 Uiso 1 1 calc R . . . .
C00N C 0.32281(12) 0.6302(2) 0.64171(12) 0.0204(6) Uani 1 1 d . . . . .
C00O C 0.43360(12) 0.8510(2) 0.47073(12) 0.0222(6) Uani 1 1 d . . . . .
H00A H 0.441932 0.932574 0.490136 0.027 Uiso 1 1 calc R . . . .
H00B H 0.391229 0.848710 0.440937 0.027 Uiso 1 1 calc R . . . .
C00P C 0.47256(13) 0.8321(3) 0.44031(13) 0.0232(6) Uani 1 1 d . . . . .
H00C H 0.462539 0.893785 0.409157 0.035 Uiso 1 1 calc GR . . . .
H00D H 0.465686 0.749673 0.422858 0.035 Uiso 1 1 calc GR . . . .
H00E H 0.514423 0.840569 0.469416 0.035 Uiso 1 1 calc GR . . . .
C00Q C 0.15272(12) 0.2531(2) 0.48428(12) 0.0197(6) Uani 1 1 d . . . . .
C00R C 0.18660(11) 0.4692(2) 0.52499(12) 0.0209(6) Uani 1 1 d . . . . .
H00G H 0.162706 0.495222 0.483365 0.025 Uiso 1 1 calc R . . . .
H00H H 0.162381 0.481325 0.545797 0.025 Uiso 1 1 calc R . . . .
C00S C 0.35717(12) 0.6246(3) 0.70508(12) 0.0214(6) Uani 1 1 d . . . . .
C00T C 0.38730(12) 0.8852(3) 0.66660(12) 0.0214(6) Uani 1 1 d . . . . .
C00U C 0.44596(12) 0.7508(2) 0.51667(12) 0.0219(6) Uani 1 1 d . . . . .
H00N H 0.444007 0.669827 0.498163 0.026 Uiso 1 1 calc R . . . .
H00O H 0.486807 0.761400 0.549102 0.026 Uiso 1 1 calc R . . . .
C00V C 0.06356(13) 0.1027(3) 0.40734(12) 0.0260(6) Uani 1 1 d . . . . .
H00V H 0.032535 0.049668 0.381848 0.031 Uiso 1 1 calc R . . . .
C00W C 0.27555(14) 0.5250(3) 0.70986(13) 0.0294(7) Uani 1 1 d . . . . .
H00W H 0.257372 0.497485 0.732968 0.035 Uiso 1 1 calc R . . . .
C00X C 0.33315(13) 0.5756(3) 0.73906(13) 0.0276(7) Uani 1 1 d . . . . .
H00X H 0.354780 0.575798 0.780993 0.033 Uiso 1 1 calc R . . . .
C00Y C 0.20319(12) 0.3332(2) 0.52721(12) 0.0207(6) Uani 1 1 d . . . . .
H00P H 0.237098 0.325875 0.518337 0.025 Uiso 1 1 calc R . . . .
H00Q H 0.216353 0.302076 0.567837 0.025 Uiso 1 1 calc R . . . .
C00Z C 0.13793(13) 0.2510(3) 0.42437(13) 0.0255(6) Uani 1 1 d . . . . .
H00Z H 0.158858 0.302350 0.410249 0.031 Uiso 1 1 calc R . . . .
C010 C 0.09358(13) 0.1757(3) 0.38541(12) 0.0266(6) Uani 1 1 d . . . . .
H010 H 0.083815 0.173864 0.344693 0.032 Uiso 1 1 calc R . . . .
C011 C 0.42762(13) 0.9802(3) 0.68247(13) 0.0267(6) Uani 1 1 d . . . . .
H011 H 0.430377 1.038277 0.711447 0.032 Uiso 1 1 calc R . . . .
C012 C 0.46442(13) 0.9905(3) 0.65554(12) 0.0279(7) Uani 1 1 d . . . . .
H012 H 0.494005 1.052706 0.668614 0.033 Uiso 1 1 calc R . . . .
C013 C 0.35530(14) 0.9395(3) 0.73842(13) 0.0313(7) Uani 1 1 d . . . . .
H01A H 0.346164 1.026088 0.727343 0.047 Uiso 1 1 calc GR . . . .
H01B H 0.396613 0.932019 0.769081 0.047 Uiso 1 1 calc GR . . . .
H01C H 0.328805 0.908255 0.753618 0.047 Uiso 1 1 calc GR . . . .
N014 N 0.42707(18) 0.2598(3) 0.76790(16) 0.0634(10) Uani 1 1 d . . . . .
C015 C 0.45141(13) 0.6566(3) 0.78984(12) 0.0325(7) Uani 1 1 d . . . . .
H01D H 0.491532 0.685111 0.799781 0.049 Uiso 1 1 calc GR . . . .
H01E H 0.453112 0.570955 0.802438 0.049 Uiso 1 1 calc GR . . . .
H01F H 0.434791 0.707954 0.810117 0.049 Uiso 1 1 calc GR . . . .
C016 C 0.39113(19) 0.2627(3) 0.78325(16) 0.0437(9) Uani 1 1 d . . . . .
C017 C 0.34620(17) 0.2639(4) 0.80322(16) 0.0475(9) Uani 1 1 d . . . . .
H01G H 0.306705 0.262258 0.768918 0.071 Uiso 1 1 calc GR . . . .
H01H H 0.350409 0.338633 0.826272 0.071 Uiso 1 1 calc GR . . . .
H01I H 0.351114 0.191583 0.827968 0.071 Uiso 1 1 calc GR . . . .


_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
Co01 Cl02 2.2603(8) . ?
Co01 Cl03 2.2770(8) . ?
Co01 Cl04 2.2627(9) . ?
Co01 N007 2.082(2) . ?
O005 C00T 1.365(3) . ?
O005 C013 1.440(3) . ?
O006 C00S 1.368(3) . ?
O006 C015 1.436(3) . ?
N007 C00I 1.349(3) . ?
N007 C00Q 1.353(3) . ?
N008 C00D 1.385(3) . ?
N008 C00E 1.373(3) . ?
N008 C00U 1.483(3) . ?
N009 C00C 1.388(3) . ?
N009 C00G 1.393(3) . ?
N009 C00R 1.477(3) . ?
C00A C00B 1.411(4) . ?
C00A C00C 1.427(3) . ?
C00A C00D 1.429(4) . ?
C00B C00H 1.435(4) . ?
C00B C00N 1.430(4) . ?
C00C C00K 1.403(4) . ?
C00D C00F 1.395(4) . ?
C00E C00H 1.415(4) . ?
C00E C00L 1.413(4) . ?
C00F H00F 0.9500 . ?
C00F C00J 1.378(4) . ?
C00G C00M 1.402(4) . ?
C00G C00N 1.422(4) . ?
C00H C00T 1.442(4) . ?
C00I H00I 0.9500 . ?
C00I C00V 1.380(4) . ?
C00J H00J 0.9500 . ?
C00J C00K 1.378(4) . ?
C00K H00K 0.9500 . ?
C00L H00L 0.9500 . ?
C00L C012 1.377(4) . ?
C00M H00M 0.9500 . ?
C00M C00W 1.380(4) . ?
C00N C00S 1.440(4) . ?
C00O H00A 0.9900 . ?
C00O H00B 0.9900 . ?
C00O C00P 1.528(4) . ?
C00O C00U 1.523(4) . ?
C00P H00C 0.9800 . ?
C00P H00D 0.9800 . ?
C00P H00E 0.9800 . ?
C00Q C00Y 1.517(4) . ?
C00Q C00Z 1.395(4) . ?
C00R H00G 0.9900 . ?
C00R H00H 0.9900 . ?
C00R C00Y 1.532(4) . ?
C00S C00X 1.378(4) . ?
C00T C011 1.378(4) . ?
C00U H00N 0.9900 . ?
C00U H00O 0.9900 . ?
C00V H00V 0.9500 . ?
C00V C010 1.386(4) . ?
C00W H00W 0.9500 . ?
C00W C00X 1.411(4) . ?
C00X H00X 0.9500 . ?
C00Y H00P 0.9900 . ?
C00Y H00Q 0.9900 . ?
C00Z H00Z 0.9500 . ?
C00Z C010 1.375(4) . ?
C010 H010 0.9500 . ?
C011 H011 0.9500 . ?
C011 C012 1.397(4) . ?
C012 H012 0.9500 . ?
C013 H01A 0.9800 . ?
C013 H01B 0.9800 . ?
C013 H01C 0.9800 . ?
N014 C016 1.148(5) . ?
C015 H01D 0.9800 . ?
C015 H01E 0.9800 . ?
C015 H01F 0.9800 . ?
C016 C017 1.449(6) . ?
C017 H01G 0.9800 . ?
C017 H01H 0.9800 . ?
C017 H01I 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
Cl02 Co01 Cl03 111.26(3) . . ?
Cl02 Co01 Cl04 108.56(3) . . ?
Cl04 Co01 Cl03 112.96(3) . . ?
N007 Co01 Cl02 105.98(6) . . ?
N007 Co01 Cl03 104.28(6) . . ?
N007 Co01 Cl04 113.58(6) . . ?
C00T O005 C013 117.5(2) . . ?
C00S O006 C015 117.4(2) . . ?
C00I N007 Co01 116.40(17) . . ?
C00I N007 C00Q 118.1(2) . . ?
C00Q N007 Co01 125.38(18) . . ?
C00D N008 C00U 118.9(2) . . ?
C00E N008 C00D 120.4(2) . . ?
C00E N008 C00U 120.6(2) . . ?
C00C N009 C00G 120.5(2) . . ?
C00C N009 C00R 118.3(2) . . ?
C00G N009 C00R 120.1(2) . . ?
C00B C00A C00C 120.7(2) . . ?
C00B C00A C00D 119.4(2) . . ?
C00C C00A C00D 119.8(2) . . ?
C00A C00B C00H 116.8(2) . . ?
C00A C00B C00N 117.0(2) . . ?
C00N C00B C00H 126.2(2) . . ?
N009 C00C C00A 118.6(2) . . ?
N009 C00C C00K 122.4(2) . . ?
C00K C00C C00A 118.9(2) . . ?
N008 C00D C00A 118.3(2) . . ?
N008 C00D C00F 122.5(2) . . ?
C00F C00D C00A 119.1(2) . . ?
N008 C00E C00H 119.2(2) . . ?
N008 C00E C00L 120.7(2) . . ?
C00L C00E C00H 120.1(2) . . ?
C00D C00F H00F 120.2 . . ?
C00J C00F C00D 119.6(2) . . ?
C00J C00F H00F 120.2 . . ?
N009 C00G C00M 120.7(2) . . ?
N009 C00G C00N 119.9(2) . . ?
C00M C00G C00N 119.4(2) . . ?
C00B C00H C00T 123.2(2) . . ?
C00E C00H C00B 118.8(2) . . ?
C00E C00H C00T 117.7(2) . . ?
N007 C00I H00I 118.3 . . ?
N007 C00I C00V 123.4(2) . . ?
C00V C00I H00I 118.3 . . ?
C00F C00J H00J 118.5 . . ?
C00K C00J C00F 122.9(3) . . ?
C00K C00J H00J 118.5 . . ?
C00C C00K H00K 120.3 . . ?
C00J C00K C00C 119.5(2) . . ?
C00J C00K H00K 120.3 . . ?
C00E C00L H00L 120.4 . . ?
C012 C00L C00E 119.2(3) . . ?
C012 C00L H00L 120.4 . . ?
C00G C00M H00M 120.4 . . ?
C00W C00M C00G 119.2(3) . . ?
C00W C00M H00M 120.4 . . ?
C00B C00N C00S 122.6(2) . . ?
C00G C00N C00B 118.8(2) . . ?
C00G C00N C00S 118.4(2) . . ?
H00A C00O H00B 108.2 . . ?
C00P C00O H00A 109.7 . . ?
C00P C00O H00B 109.7 . . ?
C00U C00O H00A 109.7 . . ?
C00U C00O H00B 109.7 . . ?
C00U C00O C00P 110.0(2) . . ?
C00O C00P H00C 109.5 . . ?
C00O C00P H00D 109.5 . . ?
C00O C00P H00E 109.5 . . ?
H00C C00P H00D 109.5 . . ?
H00C C00P H00E 109.5 . . ?
H00D C00P H00E 109.5 . . ?
N007 C00Q C00Y 118.9(2) . . ?
N007 C00Q C00Z 120.5(2) . . ?
C00Z C00Q C00Y 120.7(2) . . ?
N009 C00R H00G 109.7 . . ?
N009 C00R H00H 109.7 . . ?
N009 C00R C00Y 109.7(2) . . ?
H00G C00R H00H 108.2 . . ?
C00Y C00R H00G 109.7 . . ?
C00Y C00R H00H 109.7 . . ?
O006 C00S C00N 115.1(2) . . ?
O006 C00S C00X 124.3(3) . . ?
C00X C00S C00N 120.5(3) . . ?
O005 C00T C00H 114.5(2) . . ?
O005 C00T C011 124.8(3) . . ?
C011 C00T C00H 120.6(3) . . ?
N008 C00U C00O 113.6(2) . . ?
N008 C00U H00N 108.9 . . ?
N008 C00U H00O 108.9 . . ?
C00O C00U H00N 108.9 . . ?
C00O C00U H00O 108.9 . . ?
H00N C00U H00O 107.7 . . ?
C00I C00V H00V 120.6 . . ?
C00I C00V C010 118.8(3) . . ?
C010 C00V H00V 120.6 . . ?
C00M C00W H00W 118.6 . . ?
C00M C00W C00X 122.8(3) . . ?
C00X C00W H00W 118.6 . . ?
C00S C00X C00W 118.2(3) . . ?
C00S C00X H00X 120.9 . . ?
C00W C00X H00X 120.9 . . ?
C00Q C00Y C00R 113.7(2) . . ?
C00Q C00Y H00P 108.8 . . ?
C00Q C00Y H00Q 108.8 . . ?
C00R C00Y H00P 108.8 . . ?
C00R C00Y H00Q 108.8 . . ?
H00P C00Y H00Q 107.7 . . ?
C00Q C00Z H00Z 119.4 . . ?
C010 C00Z C00Q 121.2(3) . . ?
C010 C00Z H00Z 119.4 . . ?
C00V C010 H010 121.0 . . ?
C00Z C010 C00V 118.0(3) . . ?
C00Z C010 H010 121.0 . . ?
C00T C011 H011 120.3 . . ?
C00T C011 C012 119.4(3) . . ?
C012 C011 H011 120.3 . . ?
C00L C012 C011 122.0(3) . . ?
C00L C012 H012 119.0 . . ?
C011 C012 H012 119.0 . . ?
O005 C013 H01A 109.5 . . ?
O005 C013 H01B 109.5 . . ?
O005 C013 H01C 109.5 . . ?
H01A C013 H01B 109.5 . . ?
H01A C013 H01C 109.5 . . ?
H01B C013 H01C 109.5 . . ?
O006 C015 H01D 109.5 . . ?
O006 C015 H01E 109.5 . . ?
O006 C015 H01F 109.5 . . ?
H01D C015 H01E 109.5 . . ?
H01D C015 H01F 109.5 . . ?
H01E C015 H01F 109.5 . . ?
N014 C016 C017 178.8(4) . . ?
C016 C017 H01G 109.5 . . ?
C016 C017 H01H 109.5 . . ?
C016 C017 H01I 109.5 . . ?
H01G C017 H01H 109.5 . . ?
H01G C017 H01I 109.5 . . ?
H01H C017 H01I 109.5 . . ?

_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_dpn21-c
_database_code_depnum_ccdc_archive 'CCDC 1973585'
loop_
_audit_author_name
_audit_author_address
'Jan Bloch'
;ETH Zurich 
Switzerland
;
_audit_update_record             
;
2019-12-22 deposited with the CCDC.	2020-03-10 downloaded from the CCDC.
;
_audit_creation_date             2019-05-06
_audit_creation_method           
;
Olex2 1.2
(compiled May 18 2018 14:05:52 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H29 Cl3 Co N2 O4'
_chemical_formula_sum            'C30 H29 Cl3 Co N2 O4'
_chemical_formula_weight         646.83
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C30 H29 N2 O4 Co1 Cl3'
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'
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                   8.7176(3)
_cell_length_b                   12.5351(4)
_cell_length_c                   13.2082(5)
_cell_angle_alpha                84.043(3)
_cell_angle_beta                 74.577(3)
_cell_angle_gamma                85.088(3)
_cell_volume                     1381.31(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6575
_cell_measurement_temperature    100.00(16)
_cell_measurement_theta_max      28.7660
_cell_measurement_theta_min      2.1940
_shelx_estimated_absorpt_T_max   0.945
_shelx_estimated_absorpt_T_min   0.847
_exptl_absorpt_coefficient_mu    0.952
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.95963
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic dark red'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.555
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             666
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0643
_diffrn_reflns_av_unetI/netI     0.0646
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            30805
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.130
_diffrn_reflns_theta_min         2.194
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(16)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0839
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -43.00  43.00   1.00    3.00    --  -24.99  57.00 -60.00   86
  2  ω    -94.00   4.00   1.00    3.00    --  -24.99 -77.00 -60.00   98
  3  ω    -25.00  66.00   1.00    3.00    --   25.46 -99.00 -90.00   91
  4  ω    -44.00  54.00   1.00    3.00    --   25.46 -77.00  30.00   98
  5  ω     -3.00  95.00   1.00    3.00    --   25.46  77.00 150.00   98
  6  ω    -25.00  66.00   1.00    3.00    --   25.46 -99.00-120.00   91
  7  ω     34.00 100.00   1.00    3.00    --   25.46 179.00-180.00   66
  8  ω    -99.00 -34.00   1.00    3.00    --  -24.99-179.00  60.00   65
  9  ω      7.00  94.00   1.00    3.00    --   25.46  57.00 -90.00   87
 10  ω      3.00  96.00   1.00    3.00    --   25.46  38.00  30.00   93
 11  ω      7.00  94.00   1.00    3.00    --   25.46  57.00  60.00   87
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0248934000
_diffrn_orient_matrix_UB_12      -0.0380385000
_diffrn_orient_matrix_UB_13      -0.0382083000
_diffrn_orient_matrix_UB_21      -0.0716117000
_diffrn_orient_matrix_UB_22      0.0121212000
_diffrn_orient_matrix_UB_23      -0.0158286000
_diffrn_orient_matrix_UB_31      0.0374466000
_diffrn_orient_matrix_UB_32      0.0406789000
_diffrn_orient_matrix_UB_33      -0.0376187000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5574
_reflns_number_total             7414
_reflns_odcompleteness_completeness 87.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.44
_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       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.448
_refine_diff_density_min         -0.469
_refine_diff_density_rms         0.092
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     365
_refine_ls_number_reflns         7414
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0673
_refine_ls_R_factor_gt           0.0430
_refine_ls_restrained_S_all      1.068
_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)+(0.0325P)²+0.3268P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0869
_refine_ls_wR_factor_ref         0.0990
_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 Secondary CH2 refined with riding coordinates:
 C24(H24A,H24B), C25(H25A,H25B)
2.b Aromatic/amide H refined with riding coordinates:
 C29(H29), C30(H30), C10(H10), C17(H17), C9(H9), C27(H27), C3(H3), C11(H11),
 C28(H28), C18(H18), C2(H2), C1(H1), C19(H19)
2.c Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C22(H22A,H22B,H22C), C21(H21A,H21B,H21C), C23(H23A,H23B,
 H23C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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 0.72260(4) 0.75406(2) 0.84237(2) 0.01413(9) Uani 1 1 d . . . . .
Cl3 Cl 0.78670(7) 0.62319(5) 0.95850(5) 0.02040(13) Uani 1 1 d . . . . .
Cl1 Cl 0.81528(7) 0.72787(5) 0.67054(5) 0.01848(13) Uani 1 1 d . . . . .
Cl2 Cl 0.78122(7) 0.92042(5) 0.86867(5) 0.02101(14) Uani 1 1 d . . . . .
O4 O 0.86264(19) 0.60535(13) 0.29254(13) 0.0185(4) Uani 1 1 d . . . . .
O1 O 0.47575(19) 0.92936(12) 0.39414(13) 0.0200(4) Uani 1 1 d . . . . .
O2 O 0.48675(19) 0.73468(13) 0.26049(13) 0.0200(4) Uani 1 1 d . . . . .
O3 O 0.88078(19) 0.81987(13) 0.41134(13) 0.0202(4) Uani 1 1 d . . . . .
N2 N 0.4748(2) 0.75206(15) 0.88273(15) 0.0136(4) Uani 1 1 d . . . . .
N1 N 0.4807(2) 0.61132(15) 0.63009(15) 0.0122(4) Uani 1 1 d . . . . .
C24 C 0.4094(3) 0.54929(17) 0.73238(17) 0.0135(5) Uani 1 1 d . . . . .
H24A H 0.425839 0.473215 0.722193 0.016 Uiso 1 1 calc R . . . .
H24B H 0.295330 0.566637 0.751962 0.016 Uiso 1 1 calc R . . . .
C26 C 0.3937(3) 0.66490(18) 0.88289(17) 0.0135(5) Uani 1 1 d . . . . .
C4 C 0.4057(3) 0.87305(18) 0.48493(18) 0.0147(5) Uani 1 1 d . . . . .
C15 C 0.6892(3) 0.78035(17) 0.33053(18) 0.0130(4) Uani 1 1 d . . . . .
C29 C 0.2329(3) 0.84024(19) 0.97826(19) 0.0175(5) Uani 1 1 d . . . . .
H29 H 0.181041 0.901466 1.008895 0.021 Uiso 1 1 calc R . . . .
C7 C 0.6787(3) 0.61804(17) 0.46124(17) 0.0118(4) Uani 1 1 d . . . . .
C30 C 0.3931(3) 0.83771(19) 0.92972(19) 0.0171(5) Uani 1 1 d . . . . .
H30 H 0.448208 0.898190 0.929228 0.021 Uiso 1 1 calc R . . . .
C5 C 0.4802(3) 0.76728(17) 0.50465(17) 0.0123(4) Uani 1 1 d . . . . .
C16 C 0.6247(3) 0.78727(18) 0.24461(19) 0.0158(5) Uani 1 1 d . . . . .
C10 C 0.8156(3) 0.42178(19) 0.52975(19) 0.0181(5) Uani 1 1 d . . . . .
H10 H 0.863470 0.358129 0.552971 0.022 Uiso 1 1 calc R . . . .
C17 C 0.6979(3) 0.84404(19) 0.15034(19) 0.0199(5) Uani 1 1 d . . . . .
H17 H 0.654635 0.848517 0.092722 0.024 Uiso 1 1 calc R . . . .
C9 C 0.8770(3) 0.46580(18) 0.42669(19) 0.0165(5) Uani 1 1 d . . . . .
H9 H 0.962161 0.430512 0.381620 0.020 Uiso 1 1 calc R . . . .
C8 C 0.8110(3) 0.56111(18) 0.39243(18) 0.0136(5) Uani 1 1 d . . . . .
C13 C 0.4111(3) 0.70932(17) 0.60425(18) 0.0127(4) Uani 1 1 d . . . . .
C6 C 0.6128(3) 0.72010(18) 0.43328(18) 0.0128(5) Uani 1 1 d . . . . .
C27 C 0.2323(3) 0.66187(19) 0.93369(18) 0.0164(5) Uani 1 1 d . . . . .
H27 H 0.179689 0.599841 0.935821 0.020 Uiso 1 1 calc R . . . .
C3 C 0.2750(3) 0.91267(19) 0.55608(19) 0.0166(5) Uani 1 1 d . . . . .
H3 H 0.229601 0.980634 0.542073 0.020 Uiso 1 1 calc R . . . .
C11 C 0.6878(3) 0.46912(18) 0.59740(19) 0.0157(5) Uani 1 1 d . . . . .
H11 H 0.649047 0.437473 0.665349 0.019 Uiso 1 1 calc R . . . .
C25 C 0.4776(3) 0.57060(18) 0.82411(18) 0.0141(5) Uani 1 1 d . . . . .
H25A H 0.469552 0.506817 0.873103 0.017 Uiso 1 1 calc R . . . .
H25B H 0.589768 0.583651 0.796591 0.017 Uiso 1 1 calc R . . . .
C12 C 0.6148(3) 0.56611(17) 0.56402(18) 0.0124(4) Uani 1 1 d . . . . .
C20 C 0.8287(3) 0.83125(18) 0.32172(19) 0.0151(5) Uani 1 1 d . . . . .
C28 C 0.1494(3) 0.75028(19) 0.98098(18) 0.0180(5) Uani 1 1 d . . . . .
H28 H 0.040917 0.749481 1.013667 0.022 Uiso 1 1 calc R . . . .
C18 C 0.8362(3) 0.89367(19) 0.1439(2) 0.0221(5) Uani 1 1 d . . . . .
H18 H 0.885660 0.931565 0.081021 0.026 Uiso 1 1 calc R . . . .
C2 C 0.2088(3) 0.8517(2) 0.64994(19) 0.0194(5) Uani 1 1 d . . . . .
H2 H 0.118101 0.879222 0.696797 0.023 Uiso 1 1 calc R . . . .
C1 C 0.2739(3) 0.75273(19) 0.67455(19) 0.0176(5) Uani 1 1 d . . . . .
H1 H 0.227788 0.713840 0.737659 0.021 Uiso 1 1 calc R . . . .
C19 C 0.9034(3) 0.88863(19) 0.2287(2) 0.0205(5) Uani 1 1 d . . . . .
H19 H 0.996134 0.922860 0.223178 0.025 Uiso 1 1 calc R . . . .
C14 C 0.3959(3) 1.02656(18) 0.3615(2) 0.0195(5) Uani 1 1 d . . . . .
H14A H 0.460596 1.057752 0.296310 0.029 Uiso 1 1 calc GR . . . .
H14B H 0.378574 1.076361 0.414544 0.029 Uiso 1 1 calc GR . . . .
H14C H 0.295285 1.010598 0.351810 0.029 Uiso 1 1 calc GR . . . .
C22 C 1.0282(3) 0.8637(2) 0.4074(2) 0.0253(6) Uani 1 1 d . . . . .
H22A H 1.112221 0.830911 0.355029 0.038 Uiso 1 1 calc GR . . . .
H22B H 1.050912 0.849864 0.474964 0.038 Uiso 1 1 calc GR . . . .
H22C H 1.020758 0.939849 0.389530 0.038 Uiso 1 1 calc GR . . . .
C21 C 0.4064(3) 0.7519(2) 0.1784(2) 0.0240(6) Uani 1 1 d . . . . .
H21A H 0.472853 0.723390 0.115626 0.036 Uiso 1 1 calc GR . . . .
H21B H 0.384086 0.827536 0.164604 0.036 Uiso 1 1 calc GR . . . .
H21C H 0.308233 0.716304 0.199877 0.036 Uiso 1 1 calc GR . . . .
C23 C 0.9942(3) 0.5520(2) 0.2222(2) 0.0237(6) Uani 1 1 d . . . . .
H23A H 1.013394 0.589501 0.153278 0.036 Uiso 1 1 calc GR . . . .
H23B H 0.969578 0.479532 0.218542 0.036 Uiso 1 1 calc GR . . . .
H23C H 1.087634 0.551251 0.247739 0.036 Uiso 1 1 calc GR . . . .


_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 Cl3 2.2656(7) . ?
Co1 Cl1 2.2462(7) . ?
Co1 Cl2 2.2710(6) . ?
Co1 N2 2.0842(18) . ?
O4 C8 1.351(3) . ?
O4 C23 1.434(3) . ?
O1 C4 1.348(3) . ?
O1 C14 1.435(3) . ?
O2 C16 1.378(3) . ?
O2 C21 1.429(3) . ?
O3 C20 1.367(3) . ?
O3 C22 1.427(3) . ?
N2 C26 1.351(3) . ?
N2 C30 1.348(3) . ?
N1 C24 1.495(3) . ?
N1 C13 1.374(3) . ?
N1 C12 1.377(3) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 C25 1.540(3) . ?
C26 C27 1.391(3) . ?
C26 C25 1.508(3) . ?
C4 C5 1.455(3) . ?
C4 C3 1.364(3) . ?
C15 C16 1.386(3) . ?
C15 C6 1.499(3) . ?
C15 C20 1.393(3) . ?
C29 H29 0.9300 . ?
C29 C30 1.373(3) . ?
C29 C28 1.386(3) . ?
C7 C8 1.450(3) . ?
C7 C6 1.411(3) . ?
C7 C12 1.433(3) . ?
C30 H30 0.9300 . ?
C5 C13 1.441(3) . ?
C5 C6 1.412(3) . ?
C16 C17 1.391(3) . ?
C10 H10 0.9300 . ?
C10 C9 1.397(3) . ?
C10 C11 1.363(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.382(3) . ?
C9 H9 0.9300 . ?
C9 C8 1.368(3) . ?
C13 C1 1.412(3) . ?
C27 H27 0.9300 . ?
C27 C28 1.381(3) . ?
C3 H3 0.9300 . ?
C3 C2 1.398(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.408(3) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C20 C19 1.387(3) . ?
C28 H28 0.9300 . ?
C18 H18 0.9300 . ?
C18 C19 1.388(4) . ?
C2 H2 0.9300 . ?
C2 C1 1.363(3) . ?
C1 H1 0.9300 . ?
C19 H19 0.9300 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?

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
Cl3 Co1 Cl2 113.38(3) . . ?
Cl1 Co1 Cl3 116.79(3) . . ?
Cl1 Co1 Cl2 109.07(2) . . ?
N2 Co1 Cl3 101.52(5) . . ?
N2 Co1 Cl1 108.45(5) . . ?
N2 Co1 Cl2 106.83(6) . . ?
C8 O4 C23 118.47(18) . . ?
C4 O1 C14 119.16(19) . . ?
C16 O2 C21 116.45(18) . . ?
C20 O3 C22 118.02(19) . . ?
C26 N2 Co1 124.56(15) . . ?
C30 N2 Co1 116.31(15) . . ?
C30 N2 C26 117.97(19) . . ?
C13 N1 C24 119.96(18) . . ?
C13 N1 C12 122.31(19) . . ?
C12 N1 C24 117.72(18) . . ?
N1 C24 H24A 108.6 . . ?
N1 C24 H24B 108.6 . . ?
N1 C24 C25 114.62(17) . . ?
H24A C24 H24B 107.6 . . ?
C25 C24 H24A 108.6 . . ?
C25 C24 H24B 108.6 . . ?
N2 C26 C27 121.0(2) . . ?
N2 C26 C25 119.73(19) . . ?
C27 C26 C25 119.2(2) . . ?
O1 C4 C5 116.1(2) . . ?
O1 C4 C3 122.7(2) . . ?
C3 C4 C5 121.2(2) . . ?
C16 C15 C6 121.96(19) . . ?
C16 C15 C20 119.2(2) . . ?
C20 C15 C6 118.8(2) . . ?
C30 C29 H29 120.5 . . ?
C30 C29 C28 119.1(2) . . ?
C28 C29 H29 120.5 . . ?
C6 C7 C8 124.1(2) . . ?
C6 C7 C12 119.3(2) . . ?
C12 C7 C8 116.6(2) . . ?
N2 C30 C29 123.4(2) . . ?
N2 C30 H30 118.3 . . ?
C29 C30 H30 118.3 . . ?
C13 C5 C4 116.3(2) . . ?
C6 C5 C4 124.2(2) . . ?
C6 C5 C13 119.5(2) . . ?
O2 C16 C15 115.3(2) . . ?
O2 C16 C17 124.0(2) . . ?
C15 C16 C17 120.7(2) . . ?
C9 C10 H10 118.9 . . ?
C11 C10 H10 118.9 . . ?
C11 C10 C9 122.1(2) . . ?
C16 C17 H17 120.6 . . ?
C18 C17 C16 118.7(2) . . ?
C18 C17 H17 120.6 . . ?
C10 C9 H9 120.2 . . ?
C8 C9 C10 119.6(2) . . ?
C8 C9 H9 120.2 . . ?
O4 C8 C7 116.74(19) . . ?
O4 C8 C9 121.9(2) . . ?
C9 C8 C7 121.3(2) . . ?
N1 C13 C5 119.2(2) . . ?
N1 C13 C1 120.4(2) . . ?
C1 C13 C5 120.4(2) . . ?
C7 C6 C15 119.9(2) . . ?
C7 C6 C5 119.7(2) . . ?
C5 C6 C15 120.3(2) . . ?
C26 C27 H27 119.8 . . ?
C28 C27 C26 120.5(2) . . ?
C28 C27 H27 119.8 . . ?
C4 C3 H3 119.8 . . ?
C4 C3 C2 120.3(2) . . ?
C2 C3 H3 119.8 . . ?
C10 C11 H11 120.1 . . ?
C10 C11 C12 119.8(2) . . ?
C12 C11 H11 120.1 . . ?
C24 C25 H25A 108.9 . . ?
C24 C25 H25B 108.9 . . ?
C26 C25 C24 113.41(18) . . ?
C26 C25 H25A 108.9 . . ?
C26 C25 H25B 108.9 . . ?
H25A C25 H25B 107.7 . . ?
N1 C12 C7 119.6(2) . . ?
N1 C12 C11 120.0(2) . . ?
C11 C12 C7 120.4(2) . . ?
O3 C20 C15 114.3(2) . . ?
O3 C20 C19 124.7(2) . . ?
C19 C20 C15 121.1(2) . . ?
C29 C28 H28 121.0 . . ?
C27 C28 C29 118.0(2) . . ?
C27 C28 H28 121.0 . . ?
C17 C18 H18 119.0 . . ?
C17 C18 C19 121.9(2) . . ?
C19 C18 H18 119.0 . . ?
C3 C2 H2 119.2 . . ?
C1 C2 C3 121.7(2) . . ?
C1 C2 H2 119.2 . . ?
C13 C1 H1 120.0 . . ?
C2 C1 C13 120.0(2) . . ?
C2 C1 H1 120.0 . . ?
C20 C19 C18 118.3(2) . . ?
C20 C19 H19 120.8 . . ?
C18 C19 H19 120.8 . . ?
O1 C14 H14A 109.5 . . ?
O1 C14 H14B 109.5 . . ?
O1 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O3 C22 H22A 109.5 . . ?
O3 C22 H22B 109.5 . . ?
O3 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
O2 C21 H21A 109.5 . . ?
O2 C21 H21B 109.5 . . ?
O2 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O4 C23 H23A 109.5 . . ?
O4 C23 H23B 109.5 . . ?
O4 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.107
_oxdiff_exptl_absorpt_empirical_full_min 0.945
####################################################################### 
# 
# 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_m-2-111-1c
_database_code_depnum_ccdc_archive 'CCDC 1973588'
loop_
_audit_author_name
_audit_author_address
'Jan Bloch'
;ETH Zurich 
Switzerland
;
_audit_update_record             
;
2019-12-22 deposited with the CCDC.	2020-03-10 downloaded from the CCDC.
;
_audit_creation_date             2019-09-03
_audit_creation_method           
;
Olex2 1.2
(compiled May 18 2018 14:05:52 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H29 Cl3 N2 Ni O4'
_chemical_formula_sum            'C30 H29 Cl3 N2 Ni O4'
_chemical_formula_weight         646.61
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Ni1 Cl3 N2 O4 C30 H29'
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 '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                   8.6529(3)
_cell_length_b                   12.5362(4)
_cell_length_c                   13.2372(5)
_cell_angle_alpha                83.920(3)
_cell_angle_beta                 74.506(3)
_cell_angle_gamma                84.865(3)
_cell_volume                     1373.12(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    10086
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      30.5030
_cell_measurement_theta_min      2.3800
_shelx_estimated_absorpt_T_max   0.804
_shelx_estimated_absorpt_T_min   0.658
_exptl_absorpt_coefficient_mu    1.039
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75829
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'CrysAlisPro 1.171.40.16b (Rigaku Oxford Diffraction, 2018) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark red'
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.564
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             668
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.22
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0557
_diffrn_reflns_av_unetI/netI     0.0512
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.917
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            36350
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.917
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.915
_diffrn_reflns_theta_min         2.191
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0839
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.917
_diffrn_measurement_details      
'List of Runs (angles in degrees, time in seconds): # Type Start End Width tₑₓₚ ω θ κ φ Frames -------------------------------------------------------------------------- 1 ω -81.00 -3.00 1.00 2.50 -- -20.71 134.00 102.00 78 2 ω -25.00 20.00 1.00 2.50 -- -20.71 -99.00 30.00 45 3 ω -25.00 20.00 1.00 2.50 -- -20.71 -99.00-150.00 45 4 ω -25.00 20.00 1.00 2.50 -- -20.71 -99.00 -60.00 45 5 ω -95.00 -32.00 1.00 2.50 -- -20.71 179.00 -30.00 63 6 ω -95.00 -32.00 1.00 2.50 -- -20.71 179.00-120.00 63 7 ω -49.00 43.00 1.00 2.50 -- 21.18 -38.00-150.00 92 8 ω -50.00 92.00 1.00 2.50 -- 21.18 0.00 60.00 142 9 ω -89.00 -2.00 1.00 2.50 -- -20.71 -57.00-150.00 87 10 ω -25.00 20.00 1.00 2.50 -- -20.71 -99.00 -90.00 45 11 ω -82.00 -4.00 1.00 2.50 -- -20.71 136.00 -79.00 78 12 ω -59.00 52.00 1.00 2.50 -- -20.71 19.00 30.00 111 13 ω 3.00 90.00 1.00 2.50 -- 21.18 57.00 90.00 87 14 ω 3.00 90.00 1.00 2.50 -- 21.18 57.00-180.00 87 15 ω -25.00 18.00 1.00 2.50 -- -20.71 -99.00 -30.00 43'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0121852000
_diffrn_orient_matrix_UB_12      -0.0538559000
_diffrn_orient_matrix_UB_13      0.0202992000
_diffrn_orient_matrix_UB_21      -0.0294889000
_diffrn_orient_matrix_UB_22      0.0156805000
_diffrn_orient_matrix_UB_23      0.0519826000
_diffrn_orient_matrix_UB_31      -0.0790405000
_diffrn_orient_matrix_UB_32      -0.0102259000
_diffrn_orient_matrix_UB_33      -0.0006066000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6386
_reflns_number_total             7966
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     28.22
_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       'CrysAlisPro 1.171.40.16b (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.16b (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.16b (Rigaku OD, 2018)'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.637
_refine_diff_density_min         -0.399
_refine_diff_density_rms         0.087
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     365
_refine_ls_number_reflns         7966
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0568
_refine_ls_R_factor_gt           0.0414
_refine_ls_restrained_S_all      1.059
_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)+(0.0460P)²+0.4135P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0956
_refine_ls_wR_factor_ref         0.1067
_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 Secondary CH2 refined with riding coordinates:
 C24(H24A,H24B), C25(H25A,H25B)
2.b Aromatic/amide H refined with riding coordinates:
 C30(H30), C11(H11), C19(H19), C9(H9), C27(H27), C29(H29), C10(H10), C18(H18),
 C3(H3), C28(H28), C2(H2), C1(H1), C17(H17)
2.c Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C14(H14A,H14B,H14C), C22(H22A,H22B,H22C), C23(H23A,H23B,
 H23C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Ni1 Ni 0.72902(3) 0.74997(2) 0.84292(2) 0.01695(8) Uani 1 1 d . . . . .
Cl2 Cl 0.81114(6) 0.73429(4) 0.66959(4) 0.02071(11) Uani 1 1 d . . . . .
Cl1 Cl 0.78012(6) 0.62187(4) 0.96493(4) 0.02292(11) Uani 1 1 d . . . . .
Cl3 Cl 0.78798(6) 0.91632(4) 0.86629(4) 0.02440(12) Uani 1 1 d . . . . .
O4 O 0.86445(16) 0.60301(11) 0.29010(11) 0.0205(3) Uani 1 1 d . . . . .
O3 O 0.48899(16) 0.73244(12) 0.25917(11) 0.0208(3) Uani 1 1 d . . . . .
O1 O 0.47644(17) 0.92714(11) 0.39132(12) 0.0223(3) Uani 1 1 d . . . . .
O2 O 0.88514(16) 0.81873(12) 0.40944(12) 0.0227(3) Uani 1 1 d . . . . .
N1 N 0.48538(18) 0.61102(13) 0.62873(12) 0.0140(3) Uani 1 1 d . . . . .
N2 N 0.48487(18) 0.75108(13) 0.88182(12) 0.0150(3) Uani 1 1 d . . . . .
C12 C 0.6186(2) 0.56502(15) 0.56233(15) 0.0136(3) Uani 1 1 d . . . . .
C26 C 0.4021(2) 0.66465(15) 0.88116(15) 0.0151(4) Uani 1 1 d . . . . .
C30 C 0.4035(2) 0.83752(16) 0.92875(16) 0.0178(4) Uani 1 1 d . . . . .
H30 H 0.459839 0.897295 0.928783 0.021 Uiso 1 1 calc R . . . .
C20 C 0.6278(2) 0.78509(16) 0.24285(16) 0.0179(4) Uani 1 1 d . . . . .
C15 C 0.6926(2) 0.77854(15) 0.32882(15) 0.0157(4) Uani 1 1 d . . . . .
C7 C 0.6819(2) 0.61650(15) 0.45907(15) 0.0135(3) Uani 1 1 d . . . . .
C24 C 0.4142(2) 0.54955(16) 0.73077(15) 0.0164(4) Uani 1 1 d . . . . .
H24A H 0.429763 0.473409 0.720806 0.020 Uiso 1 1 calc R . . . .
H24B H 0.299372 0.567716 0.750989 0.020 Uiso 1 1 calc R . . . .
C4 C 0.4088(2) 0.87268(15) 0.48281(15) 0.0155(4) Uani 1 1 d . . . . .
C5 C 0.4829(2) 0.76657(15) 0.50341(15) 0.0141(4) Uani 1 1 d . . . . .
C6 C 0.6160(2) 0.71896(15) 0.43156(14) 0.0131(3) Uani 1 1 d . . . . .
C11 C 0.6920(2) 0.46752(15) 0.59536(16) 0.0172(4) Uani 1 1 d . . . . .
H11 H 0.653777 0.436004 0.663371 0.021 Uiso 1 1 calc R . . . .
C19 C 0.7004(2) 0.84226(17) 0.14917(16) 0.0213(4) Uani 1 1 d . . . . .
H19 H 0.656870 0.846816 0.091674 0.026 Uiso 1 1 calc R . . . .
C9 C 0.8806(2) 0.46270(16) 0.42381(16) 0.0181(4) Uani 1 1 d . . . . .
H9 H 0.965618 0.426743 0.378606 0.022 Uiso 1 1 calc R . . . .
C27 C 0.2387(2) 0.66228(16) 0.93195(15) 0.0179(4) Uani 1 1 d . . . . .
H27 H 0.184874 0.600757 0.934092 0.022 Uiso 1 1 calc R . . . .
C29 C 0.2407(2) 0.84125(17) 0.97660(16) 0.0197(4) Uani 1 1 d . . . . .
H29 H 0.188314 0.902808 1.006592 0.024 Uiso 1 1 calc R . . . .
C10 C 0.8196(2) 0.41960(16) 0.52679(16) 0.0199(4) Uani 1 1 d . . . . .
H10 H 0.867682 0.355645 0.549793 0.024 Uiso 1 1 calc R . . . .
C16 C 0.8326(2) 0.82989(15) 0.32000(16) 0.0173(4) Uani 1 1 d . . . . .
C13 C 0.4155(2) 0.70941(15) 0.60282(15) 0.0145(4) Uani 1 1 d . . . . .
C18 C 0.8396(2) 0.89253(17) 0.14304(16) 0.0231(4) Uani 1 1 d . . . . .
H18 H 0.888832 0.930872 0.080337 0.028 Uiso 1 1 calc R . . . .
C8 C 0.8143(2) 0.55848(15) 0.38969(15) 0.0153(4) Uani 1 1 d . . . . .
C25 C 0.4855(2) 0.57054(15) 0.82179(15) 0.0156(4) Uani 1 1 d . . . . .
H25A H 0.478383 0.506585 0.870533 0.019 Uiso 1 1 calc R . . . .
H25B H 0.598327 0.583467 0.793326 0.019 Uiso 1 1 calc R . . . .
C3 C 0.2786(2) 0.91364(16) 0.55518(16) 0.0192(4) Uani 1 1 d . . . . .
H3 H 0.233262 0.981914 0.541453 0.023 Uiso 1 1 calc R . . . .
C28 C 0.1569(2) 0.75142(17) 0.97905(16) 0.0196(4) Uani 1 1 d . . . . .
H28 H 0.047555 0.751160 1.011846 0.023 Uiso 1 1 calc R . . . .
C2 C 0.2137(2) 0.85317(18) 0.64966(17) 0.0220(4) Uani 1 1 d . . . . .
H2 H 0.123537 0.881320 0.697192 0.026 Uiso 1 1 calc R . . . .
C1 C 0.2792(2) 0.75416(17) 0.67376(16) 0.0189(4) Uani 1 1 d . . . . .
H1 H 0.233895 0.715791 0.737332 0.023 Uiso 1 1 calc R . . . .
C17 C 0.9072(2) 0.88755(16) 0.22689(17) 0.0219(4) Uani 1 1 d . . . . .
H17 H 1.000445 0.921932 0.221179 0.026 Uiso 1 1 calc R . . . .
C21 C 1.0310(2) 0.86544(18) 0.40639(19) 0.0259(5) Uani 1 1 d . . . . .
H21A H 1.117902 0.833460 0.354820 0.039 Uiso 1 1 calc GR . . . .
H21B H 1.052659 0.852856 0.474261 0.039 Uiso 1 1 calc GR . . . .
H21C H 1.020649 0.941418 0.388033 0.039 Uiso 1 1 calc GR . . . .
C14 C 0.3965(2) 1.02527(16) 0.35965(18) 0.0219(4) Uani 1 1 d . . . . .
H14A H 0.459473 1.055161 0.293218 0.033 Uiso 1 1 calc GR . . . .
H14B H 0.383684 1.075560 0.411618 0.033 Uiso 1 1 calc GR . . . .
H14C H 0.292773 1.010706 0.352948 0.033 Uiso 1 1 calc GR . . . .
C22 C 0.4065(3) 0.75063(19) 0.17812(17) 0.0257(5) Uani 1 1 d . . . . .
H22A H 0.472912 0.722937 0.114826 0.039 Uiso 1 1 calc GR . . . .
H22B H 0.383088 0.826393 0.165260 0.039 Uiso 1 1 calc GR . . . .
H22C H 0.307929 0.714800 0.199808 0.039 Uiso 1 1 calc GR . . . .
C23 C 0.9953(2) 0.54831(18) 0.21866(17) 0.0250(4) Uani 1 1 d . . . . .
H23A H 1.014278 0.586160 0.149974 0.037 Uiso 1 1 calc GR . . . .
H23B H 0.968378 0.476399 0.215083 0.037 Uiso 1 1 calc GR . . . .
H23C H 1.090402 0.545900 0.243290 0.037 Uiso 1 1 calc GR . . . .


_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
Ni1 Cl2 2.2376(6) . ?
Ni1 Cl1 2.2556(6) . ?
Ni1 Cl3 2.2620(6) . ?
Ni1 N2 2.0356(15) . ?
O4 C8 1.349(2) . ?
O4 C23 1.440(2) . ?
O3 C20 1.378(2) . ?
O3 C22 1.429(2) . ?
O1 C4 1.339(2) . ?
O1 C14 1.436(2) . ?
O2 C16 1.367(2) . ?
O2 C21 1.428(2) . ?
N1 C12 1.372(2) . ?
N1 C24 1.489(2) . ?
N1 C13 1.376(2) . ?
N2 C26 1.353(2) . ?
N2 C30 1.352(2) . ?
C12 C7 1.436(3) . ?
C12 C11 1.409(3) . ?
C26 C27 1.396(3) . ?
C26 C25 1.507(3) . ?
C30 H30 0.9300 . ?
C30 C29 1.380(3) . ?
C20 C15 1.389(3) . ?
C20 C19 1.386(3) . ?
C15 C6 1.496(3) . ?
C15 C16 1.394(3) . ?
C7 C6 1.410(3) . ?
C7 C8 1.454(3) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 C25 1.547(3) . ?
C4 C5 1.456(3) . ?
C4 C3 1.369(3) . ?
C5 C6 1.414(3) . ?
C5 C13 1.432(3) . ?
C11 H11 0.9300 . ?
C11 C10 1.366(3) . ?
C19 H19 0.9300 . ?
C19 C18 1.388(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.393(3) . ?
C9 C8 1.369(3) . ?
C27 H27 0.9300 . ?
C27 C28 1.381(3) . ?
C29 H29 0.9300 . ?
C29 C28 1.386(3) . ?
C10 H10 0.9300 . ?
C16 C17 1.389(3) . ?
C13 C1 1.410(3) . ?
C18 H18 0.9300 . ?
C18 C17 1.380(3) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C3 H3 0.9300 . ?
C3 C2 1.398(3) . ?
C28 H28 0.9300 . ?
C2 H2 0.9300 . ?
C2 C1 1.360(3) . ?
C1 H1 0.9300 . ?
C17 H17 0.9300 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?

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
Cl2 Ni1 Cl1 123.61(2) . . ?
Cl2 Ni1 Cl3 106.06(2) . . ?
Cl1 Ni1 Cl3 113.73(2) . . ?
N2 Ni1 Cl2 106.18(5) . . ?
N2 Ni1 Cl1 99.48(5) . . ?
N2 Ni1 Cl3 106.05(5) . . ?
C8 O4 C23 118.16(16) . . ?
C20 O3 C22 116.44(16) . . ?
C4 O1 C14 119.10(16) . . ?
C16 O2 C21 118.15(16) . . ?
C12 N1 C24 117.75(15) . . ?
C12 N1 C13 122.22(16) . . ?
C13 N1 C24 120.02(15) . . ?
C26 N2 Ni1 124.11(13) . . ?
C30 N2 Ni1 116.54(12) . . ?
C30 N2 C26 118.24(16) . . ?
N1 C12 C7 119.61(16) . . ?
N1 C12 C11 120.00(17) . . ?
C11 C12 C7 120.39(17) . . ?
N2 C26 C27 121.11(17) . . ?
N2 C26 C25 119.82(16) . . ?
C27 C26 C25 119.04(17) . . ?
N2 C30 H30 118.4 . . ?
N2 C30 C29 123.11(18) . . ?
C29 C30 H30 118.4 . . ?
O3 C20 C15 115.11(17) . . ?
O3 C20 C19 124.17(18) . . ?
C19 C20 C15 120.72(18) . . ?
C20 C15 C6 122.12(16) . . ?
C20 C15 C16 119.26(18) . . ?
C16 C15 C6 118.62(17) . . ?
C12 C7 C8 116.56(16) . . ?
C6 C7 C12 119.22(17) . . ?
C6 C7 C8 124.20(17) . . ?
N1 C24 H24A 108.7 . . ?
N1 C24 H24B 108.7 . . ?
N1 C24 C25 114.39(15) . . ?
H24A C24 H24B 107.6 . . ?
C25 C24 H24A 108.7 . . ?
C25 C24 H24B 108.7 . . ?
O1 C4 C5 116.44(16) . . ?
O1 C4 C3 122.81(17) . . ?
C3 C4 C5 120.74(18) . . ?
C6 C5 C4 123.62(17) . . ?
C6 C5 C13 119.48(17) . . ?
C13 C5 C4 116.90(17) . . ?
C7 C6 C15 119.64(16) . . ?
C7 C6 C5 119.70(17) . . ?
C5 C6 C15 120.59(16) . . ?
C12 C11 H11 120.2 . . ?
C10 C11 C12 119.53(18) . . ?
C10 C11 H11 120.2 . . ?
C20 C19 H19 120.7 . . ?
C20 C19 C18 118.57(19) . . ?
C18 C19 H19 120.7 . . ?
C10 C9 H9 120.3 . . ?
C8 C9 H9 120.3 . . ?
C8 C9 C10 119.41(18) . . ?
C26 C27 H27 120.0 . . ?
C28 C27 C26 119.92(18) . . ?
C28 C27 H27 120.0 . . ?
C30 C29 H29 120.7 . . ?
C30 C29 C28 118.67(19) . . ?
C28 C29 H29 120.7 . . ?
C11 C10 C9 122.62(19) . . ?
C11 C10 H10 118.7 . . ?
C9 C10 H10 118.7 . . ?
O2 C16 C15 114.33(17) . . ?
O2 C16 C17 124.73(17) . . ?
C17 C16 C15 120.94(18) . . ?
N1 C13 C5 119.48(16) . . ?
N1 C13 C1 120.38(17) . . ?
C1 C13 C5 120.14(17) . . ?
C19 C18 H18 118.9 . . ?
C17 C18 C19 122.20(19) . . ?
C17 C18 H18 118.9 . . ?
O4 C8 C7 116.26(16) . . ?
O4 C8 C9 122.41(17) . . ?
C9 C8 C7 121.31(18) . . ?
C26 C25 C24 113.51(15) . . ?
C26 C25 H25A 108.9 . . ?
C26 C25 H25B 108.9 . . ?
C24 C25 H25A 108.9 . . ?
C24 C25 H25B 108.9 . . ?
H25A C25 H25B 107.7 . . ?
C4 C3 H3 119.9 . . ?
C4 C3 C2 120.22(18) . . ?
C2 C3 H3 119.9 . . ?
C27 C28 C29 118.86(18) . . ?
C27 C28 H28 120.6 . . ?
C29 C28 H28 120.6 . . ?
C3 C2 H2 119.2 . . ?
C1 C2 C3 121.62(19) . . ?
C1 C2 H2 119.2 . . ?
C13 C1 H1 119.8 . . ?
C2 C1 C13 120.32(19) . . ?
C2 C1 H1 119.8 . . ?
C16 C17 H17 120.8 . . ?
C18 C17 C16 118.31(19) . . ?
C18 C17 H17 120.8 . . ?
O2 C21 H21A 109.5 . . ?
O2 C21 H21B 109.5 . . ?
O2 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O1 C14 H14A 109.5 . . ?
O1 C14 H14B 109.5 . . ?
O1 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O3 C22 H22A 109.5 . . ?
O3 C22 H22B 109.5 . . ?
O3 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
O4 C23 H23A 109.5 . . ?
O4 C23 H23B 109.5 . . ?
O4 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
'Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling'
_oxdiff_exptl_absorpt_empirical_full_max 1.305
_oxdiff_exptl_absorpt_empirical_full_min 0.845
