# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 1861079'
loop_
_audit_author_name
_audit_author_address
'Yi-Fei Deng'
;the Cambridge Crystallographic Data center
China
;
_audit_update_record             
;
2019-01-18 deposited with the CCDC.	2019-02-13 downloaded from the CCDC.
;
_audit_creation_date             2019-01-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H27 Fe N5 O2, 2(C24 H20 B)'
_chemical_formula_sum            'C67 H67 B2 Fe N5 O2'
_chemical_formula_weight         1051.72
_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'
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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   16.397(3)
_cell_length_b                   19.194(4)
_cell_length_c                   17.667(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5560(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7457
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      27.28
_cell_measurement_theta_min      2.31
_shelx_estimated_absorpt_T_max   0.912
_shelx_estimated_absorpt_T_min   0.887
_exptl_absorpt_coefficient_mu    0.322
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6943
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.0673 before and 0.0602 after correction.
The Ratio of minimum to maximum transmission is 0.9312.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.256
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2224
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.29
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0773
_diffrn_reflns_av_unetI/netI     0.0415
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            50465
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        24.998
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         3.418
_diffrn_ambient_temperature      110.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_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                3664
_reflns_number_total             4878
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.933
_refine_diff_density_min         -0.354
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     350
_refine_ls_number_reflns         4878
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0812
_refine_ls_R_factor_gt           0.0571
_refine_ls_restrained_S_all      1.039
_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)+(0.0627P)²+8.1269P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1312
_refine_ls_wR_factor_ref         0.1491
_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:
 C6(H6A,H6B), C7(H7A,H7B), C8(H8A,H8B)
2.b Me refined with riding coordinates:
 C5(H5A,H5B,H5C)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C12(H12), C13(H13), C14(H14), C15(H15), C16(H16), C18(H18),
 C19(H19), C20(H20), C21(H21), C22(H22), C24(H24), C25(H25), C26(H26), C27(H27),
  C28(H28), C30(H30), C31(H31), C32(H32), C33(H33), C34(H34)
2.d Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.500000 0.30752(3) 0.250000 0.02074(18) Uani 1 2 d S T P . .
B1 B 0.2722(2) 0.05864(17) 0.0673(2) 0.0264(8) Uani 1 1 d . . . . .
N1 N 0.500000 0.19702(17) 0.250000 0.0312(9) Uani 1 2 d S T P . .
N2 N 0.56718(16) 0.27443(14) 0.15008(14) 0.0311(6) Uani 1 1 d . . . . .
N3 N 0.38850(16) 0.31515(13) 0.18488(15) 0.0285(6) Uani 1 1 d . . . . .
C1 C 0.5389(2) 0.16277(16) 0.1938(2) 0.0360(8) Uani 1 1 d . . . . .
C2 C 0.5400(2) 0.09004(18) 0.1927(2) 0.0483(10) Uani 1 1 d . . . . .
H2 H 0.567446 0.065199 0.153819 0.058 Uiso 1 1 calc R . . . .
C3 C 0.500000 0.0557(3) 0.250000 0.0482(14) Uani 1 2 d S T P . .
H3 H 0.499999 0.006222 0.250001 0.058 Uiso 1 2 calc RS T P . .
C4 C 0.5761(2) 0.20890(17) 0.13815(19) 0.0349(8) Uani 1 1 d . . . . .
C5 C 0.6186(3) 0.1781(2) 0.0698(2) 0.0557(11) Uani 1 1 d . . . . .
H5A H 0.617733 0.127106 0.073304 0.084 Uiso 1 1 calc R . . . .
H5B H 0.590219 0.192752 0.023638 0.084 Uiso 1 1 calc R . . . .
H5C H 0.675173 0.194351 0.068198 0.084 Uiso 1 1 calc R . . . .
C6 C 0.5965(2) 0.32676(17) 0.09722(18) 0.0335(8) Uani 1 1 d . . . . .
H6A H 0.556158 0.334014 0.056248 0.040 Uiso 1 1 calc R . . . .
H6B H 0.648615 0.311659 0.074240 0.040 Uiso 1 1 calc R . . . .
C7 C 0.6084(2) 0.39281(18) 0.14111(18) 0.0341(8) Uani 1 1 d . . . . .
H7A H 0.655721 0.388104 0.175569 0.041 Uiso 1 1 calc R . . . .
H7B H 0.619036 0.432058 0.106106 0.041 Uiso 1 1 calc R . . . .
C8 C 0.5390(2) 0.46737(16) 0.2272(2) 0.0389(9) Uani 1 1 d . . . . .
H8A H 0.541615 0.508929 0.194126 0.047 Uiso 1 1 calc R . . . .
H8B H 0.587069 0.467373 0.261067 0.047 Uiso 1 1 calc R . . . .
C9 C 0.3362(2) 0.31493(16) 0.14315(18) 0.0287(7) Uani 1 1 d . . . . .
C10 C 0.2692(2) 0.31356(18) 0.08903(18) 0.0344(8) Uani 1 1 d . . . . .
H10A H 0.289632 0.326342 0.038774 0.052 Uiso 1 1 calc GR . . . .
H10B H 0.227163 0.346810 0.104723 0.052 Uiso 1 1 calc GR . . . .
H10C H 0.245889 0.266591 0.087179 0.052 Uiso 1 1 calc GR . . . .
C11 C 0.22214(19) 0.10891(15) 0.12586(16) 0.0264(7) Uani 1 1 d . . . . .
C12 C 0.2549(2) 0.13303(16) 0.19426(17) 0.0328(8) Uani 1 1 d . . . . .
H12 H 0.306356 0.115400 0.210016 0.039 Uiso 1 1 calc R . . . .
C13 C 0.2160(2) 0.18137(17) 0.24006(18) 0.0387(9) Uani 1 1 d . . . . .
H13 H 0.240780 0.195779 0.286085 0.046 Uiso 1 1 calc R . . . .
C14 C 0.1417(2) 0.20856(19) 0.2191(2) 0.0415(9) Uani 1 1 d . . . . .
H14 H 0.114618 0.241583 0.250318 0.050 Uiso 1 1 calc R . . . .
C15 C 0.1075(2) 0.18676(18) 0.1518(2) 0.0408(9) Uani 1 1 d . . . . .
H15 H 0.056280 0.205021 0.136303 0.049 Uiso 1 1 calc R . . . .
C16 C 0.1471(2) 0.13852(17) 0.10687(18) 0.0326(8) Uani 1 1 d . . . . .
H16 H 0.122036 0.124826 0.060730 0.039 Uiso 1 1 calc R . . . .
C17 C 0.2129(2) 0.00659(15) 0.01841(18) 0.0304(8) Uani 1 1 d . . . . .
C18 C 0.2394(2) -0.02402(16) -0.0488(2) 0.0394(9) Uani 1 1 d . . . . .
H18 H 0.292992 -0.014228 -0.066187 0.047 Uiso 1 1 calc R . . . .
C19 C 0.1904(3) -0.06832(18) -0.0913(2) 0.0573(13) Uani 1 1 d . . . . .
H19 H 0.210388 -0.087296 -0.137414 0.069 Uiso 1 1 calc R . . . .
C20 C 0.1127(3) -0.08482(19) -0.0668(3) 0.0660(15) Uani 1 1 d . . . . .
H20 H 0.078550 -0.114338 -0.096125 0.079 Uiso 1 1 calc R . . . .
C21 C 0.0859(3) -0.0579(2) 0.0003(3) 0.0615(13) Uani 1 1 d . . . . .
H21 H 0.033129 -0.069681 0.018328 0.074 Uiso 1 1 calc R . . . .
C22 C 0.1351(2) -0.01353(17) 0.0425(2) 0.0432(9) Uani 1 1 d . . . . .
H22 H 0.115209 0.003743 0.089392 0.052 Uiso 1 1 calc R . . . .
C23 C 0.3359(2) 0.00496(15) 0.10909(18) 0.0302(8) Uani 1 1 d . . . . .
C24 C 0.3164(2) -0.02830(17) 0.1774(2) 0.0403(9) Uani 1 1 d . . . . .
H24 H 0.269180 -0.014272 0.204541 0.048 Uiso 1 1 calc R . . . .
C25 C 0.3656(3) -0.08213(19) 0.2066(2) 0.0534(11) Uani 1 1 d . . . . .
H25 H 0.351589 -0.103671 0.253195 0.064 Uiso 1 1 calc R . . . .
C26 C 0.4342(3) -0.10376(18) 0.1678(2) 0.0487(11) Uani 1 1 d . . . . .
H26 H 0.466288 -0.141062 0.186754 0.058 Uiso 1 1 calc R . . . .
C27 C 0.4554(2) -0.07145(17) 0.1023(2) 0.0444(10) Uani 1 1 d . . . . .
H27 H 0.503127 -0.085568 0.075921 0.053 Uiso 1 1 calc R . . . .
C28 C 0.4073(2) -0.01749(16) 0.07385(19) 0.0348(8) Uani 1 1 d . . . . .
H28 H 0.423968 0.004915 0.028457 0.042 Uiso 1 1 calc R . . . .
C29 C 0.32111(17) 0.11438(14) 0.01339(16) 0.0229(7) Uani 1 1 d . . . . .
C30 C 0.30010(19) 0.12994(16) -0.06130(18) 0.0296(7) Uani 1 1 d . . . . .
H30 H 0.259511 0.102256 -0.085129 0.035 Uiso 1 1 calc R . . . .
C31 C 0.3350(2) 0.18329(17) -0.1025(2) 0.0344(8) Uani 1 1 d . . . . .
H31 H 0.317647 0.191811 -0.152929 0.041 Uiso 1 1 calc R . . . .
C32 C 0.3945(2) 0.22391(17) -0.0709(2) 0.0353(8) Uani 1 1 d . . . . .
H32 H 0.418860 0.260667 -0.098923 0.042 Uiso 1 1 calc R . . . .
C33 C 0.4181(2) 0.21031(17) 0.0024(2) 0.0408(9) Uani 1 1 d . . . . .
H33 H 0.459306 0.238038 0.025348 0.049 Uiso 1 1 calc R . . . .
C34 C 0.3827(2) 0.15675(17) 0.04303(19) 0.0341(8) Uani 1 1 d . . . . .
H34 H 0.400877 0.148360 0.093253 0.041 Uiso 1 1 calc R . . . .
O1 O 0.53660(13) 0.40559(11) 0.18333(12) 0.0328(5) 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
Fe1 N1 2.121(3) . ?
Fe1 N2 2.176(3) . ?
Fe1 N2 2.176(3) 3_655 ?
Fe1 N3 2.165(3) 3_655 ?
Fe1 N3 2.165(3) . ?
Fe1 O1 2.300(2) . ?
Fe1 O1 2.300(2) 3_655 ?
B1 C11 1.635(5) . ?
B1 C17 1.640(4) . ?
B1 C23 1.643(4) . ?
B1 C29 1.642(5) . ?
N1 C1 1.350(4) 3_655 ?
N1 C1 1.350(4) . ?
N2 C4 1.284(4) . ?
N2 C6 1.453(4) . ?
N3 C9 1.131(4) . ?
C1 C2 1.396(5) . ?
C1 C4 1.458(5) . ?
C2 C3 1.374(5) . ?
C4 C5 1.514(5) . ?
C6 C7 1.499(5) . ?
C7 O1 1.416(4) . ?
C8 C8 1.510(6) 3_655 ?
C8 O1 1.417(4) . ?
C9 C10 1.456(4) . ?
C11 C12 1.401(4) . ?
C11 C16 1.396(4) . ?
C12 C13 1.387(5) . ?
C13 C14 1.376(5) . ?
C14 C15 1.380(5) . ?
C15 C16 1.382(5) . ?
C17 C18 1.394(5) . ?
C17 C22 1.399(5) . ?
C18 C19 1.390(5) . ?
C19 C20 1.382(7) . ?
C20 C21 1.366(7) . ?
C21 C22 1.390(5) . ?
C23 C24 1.403(5) . ?
C23 C28 1.394(5) . ?
C24 C25 1.408(5) . ?
C25 C26 1.380(6) . ?
C26 C27 1.357(6) . ?
C27 C28 1.396(4) . ?
C29 C30 1.396(4) . ?
C29 C34 1.398(4) . ?
C30 C31 1.380(4) . ?
C31 C32 1.367(5) . ?
C32 C33 1.378(5) . ?
C33 C34 1.382(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Fe1 N2 73.03(7) . 3_655 ?
N1 Fe1 N2 73.03(7) . . ?
N1 Fe1 N3 93.87(7) . 3_655 ?
N1 Fe1 N3 93.88(7) . . ?
N1 Fe1 O1 144.92(5) . 3_655 ?
N1 Fe1 O1 144.92(5) . . ?
N2 Fe1 N2 146.05(15) . 3_655 ?
N2 Fe1 O1 72.02(9) . . ?
N2 Fe1 O1 72.02(9) 3_655 3_655 ?
N2 Fe1 O1 141.86(9) 3_655 . ?
N2 Fe1 O1 141.86(9) . 3_655 ?
N3 Fe1 N2 91.34(10) 3_655 . ?
N3 Fe1 N2 91.34(10) . 3_655 ?
N3 Fe1 N2 90.93(10) . . ?
N3 Fe1 N2 90.92(10) 3_655 3_655 ?
N3 Fe1 N3 172.25(14) 3_655 . ?
N3 Fe1 O1 89.80(9) 3_655 . ?
N3 Fe1 O1 83.85(9) 3_655 3_655 ?
N3 Fe1 O1 83.85(9) . . ?
N3 Fe1 O1 89.80(9) . 3_655 ?
O1 Fe1 O1 70.16(10) . 3_655 ?
C11 B1 C17 113.3(3) . . ?
C11 B1 C23 113.9(3) . . ?
C11 B1 C29 103.2(2) . . ?
C17 B1 C23 103.4(2) . . ?
C17 B1 C29 112.4(3) . . ?
C29 B1 C23 111.0(3) . . ?
C1 N1 Fe1 119.14(19) . . ?
C1 N1 Fe1 119.14(19) 3_655 . ?
C1 N1 C1 121.7(4) 3_655 . ?
C4 N2 Fe1 118.5(2) . . ?
C4 N2 C6 122.3(3) . . ?
C6 N2 Fe1 119.1(2) . . ?
C9 N3 Fe1 170.6(3) . . ?
N1 C1 C2 120.2(4) . . ?
N1 C1 C4 113.5(3) . . ?
C2 C1 C4 126.3(3) . . ?
C3 C2 C1 117.6(4) . . ?
C2 C3 C2 122.7(5) 3_655 . ?
N2 C4 C1 115.9(3) . . ?
N2 C4 C5 124.5(3) . . ?
C1 C4 C5 119.6(3) . . ?
N2 C6 C7 107.2(3) . . ?
O1 C7 C6 108.1(3) . . ?
O1 C8 C8 105.6(2) . 3_655 ?
N3 C9 C10 179.1(4) . . ?
C12 C11 B1 123.2(3) . . ?
C16 C11 B1 122.0(3) . . ?
C16 C11 C12 114.3(3) . . ?
C13 C12 C11 123.2(3) . . ?
C14 C13 C12 120.3(3) . . ?
C13 C14 C15 118.5(3) . . ?
C14 C15 C16 120.5(3) . . ?
C15 C16 C11 123.3(3) . . ?
C18 C17 B1 121.4(3) . . ?
C18 C17 C22 115.3(3) . . ?
C22 C17 B1 123.3(3) . . ?
C19 C18 C17 122.6(4) . . ?
C20 C19 C18 120.2(4) . . ?
C21 C20 C19 118.8(4) . . ?
C20 C21 C22 120.7(4) . . ?
C21 C22 C17 122.3(4) . . ?
C24 C23 B1 121.8(3) . . ?
C28 C23 B1 121.8(3) . . ?
C28 C23 C24 115.8(3) . . ?
C23 C24 C25 121.2(4) . . ?
C26 C25 C24 120.4(4) . . ?
C27 C26 C25 119.7(3) . . ?
C26 C27 C28 120.1(4) . . ?
C23 C28 C27 122.9(3) . . ?
C30 C29 B1 124.6(3) . . ?
C30 C29 C34 114.1(3) . . ?
C34 C29 B1 121.0(3) . . ?
C31 C30 C29 123.7(3) . . ?
C32 C31 C30 120.3(3) . . ?
C31 C32 C33 118.5(3) . . ?
C32 C33 C34 120.7(3) . . ?
C33 C34 C29 122.8(3) . . ?
C7 O1 Fe1 110.19(18) . . ?
C7 O1 C8 114.2(2) . . ?
C8 O1 Fe1 114.30(18) . . ?

# end Validation Reply Form
_olex2_submission_special_instructions 'No special instructions were received'
# start Validation Reply Form
_vrf_PLAT910_3                   
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).         14 Note 
RESPONSE: Theta min = 3.42 deg. The theta value of the missing reflections are 
less than 3.42 deg and therefore reflections were excluded. 
;
####################################################################### 
# 
# 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_yz0471
_database_code_depnum_ccdc_archive 'CCDC 1861081'
loop_
_audit_author_name
_audit_author_address
'Yi-Fei Deng'
;the Cambridge Crystallographic Data center
China
;
_audit_update_record             
;
2019-01-18 deposited with the CCDC.	2019-02-13 downloaded from the CCDC.
;
_audit_creation_date             2019-01-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H27 Co N5 O2, 2(C24 H20 B)'
_chemical_formula_sum            'C67 H67 B2 Co N5 O2'
_chemical_formula_weight         1054.80
_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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   16.401(6)
_cell_length_b                   19.168(7)
_cell_length_c                   17.676(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5557(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9932
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      25.04
_cell_measurement_theta_min      2.30
_shelx_estimated_absorpt_T_max   0.965
_shelx_estimated_absorpt_T_min   0.938
_exptl_absorpt_coefficient_mu    0.360
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.6859
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.0785 before and 0.0586 after correction.
The Ratio of minimum to maximum transmission is 0.9203.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.261
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       diamond
_exptl_crystal_F_000             2228
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0580
_diffrn_reflns_av_unetI/netI     0.0295
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            55315
_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         26.177
_diffrn_reflns_theta_min         1.634
_diffrn_ambient_temperature      110.15
_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                4396
_reflns_number_total             5544
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.379
_refine_diff_density_min         -0.462
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     350
_refine_ls_number_reflns         5544
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0539
_refine_ls_R_factor_gt           0.0385
_refine_ls_restrained_S_all      1.029
_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)+(0.0438P)²+3.9363P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0925
_refine_ls_wR_factor_ref         0.1024
_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:
 C6(H6A,H6B), C7(H7A,H7B), C8(H8A,H8B)
2.b Me refined with riding coordinates:
 C5(H5A,H5B,H5C)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C12(H12), C13(H13), C14(H14), C15(H15), C16(H16), C18(H18),
 C19(H19), C20(H20), C21(H21), C22(H22), C24(H24), C25(H25), C26(H26), C27(H27),
  C28(H28), C30(H30), C31(H31), C32(H32), C33(H33), C34(H34)
2.d Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.500000 0.30850(2) 0.250000 0.01775(10) Uani 1 2 d S T P . .
B1 B 0.27354(13) 0.05876(10) 0.06815(12) 0.0201(4) Uani 1 1 d . . . . .
N1 N 0.500000 0.19773(11) 0.250000 0.0238(5) Uani 1 2 d S T P . .
N2 N 0.56742(9) 0.27481(8) 0.15081(9) 0.0233(4) Uani 1 1 d . . . . .
N3 N 0.39127(10) 0.31505(8) 0.18552(9) 0.0234(4) Uani 1 1 d . . . . .
C1 C 0.53866(12) 0.16331(10) 0.19470(12) 0.0283(4) Uani 1 1 d . . . . .
C2 C 0.53962(14) 0.09083(11) 0.19330(13) 0.0373(5) Uani 1 1 d . . . . .
H2 H 0.567023 0.066390 0.154070 0.045 Uiso 1 1 calc R . . . .
C3 C 0.500000 0.05529(16) 0.250000 0.0417(8) Uani 1 2 d S T P . .
H3 H 0.500000 0.005731 0.249999 0.050 Uiso 1 2 calc RS T P . .
C4 C 0.57673(12) 0.20950(11) 0.13765(11) 0.0271(4) Uani 1 1 d . . . . .
C5 C 0.61917(15) 0.17832(13) 0.07036(13) 0.0434(6) Uani 1 1 d . . . . .
H5A H 0.617750 0.127322 0.074034 0.065 Uiso 1 1 calc R . . . .
H5B H 0.591482 0.193123 0.023921 0.065 Uiso 1 1 calc R . . . .
H5C H 0.675960 0.194180 0.069211 0.065 Uiso 1 1 calc R . . . .
C6 C 0.59699(12) 0.32776(11) 0.09863(11) 0.0277(4) Uani 1 1 d . . . . .
H6A H 0.556697 0.335311 0.057741 0.033 Uiso 1 1 calc R . . . .
H6B H 0.648929 0.312436 0.075438 0.033 Uiso 1 1 calc R . . . .
C7 C 0.60986(12) 0.39438(11) 0.14213(11) 0.0278(4) Uani 1 1 d . . . . .
H7A H 0.657498 0.389997 0.176196 0.033 Uiso 1 1 calc R . . . .
H7B H 0.619508 0.433774 0.107034 0.033 Uiso 1 1 calc R . . . .
C8 C 0.53874(14) 0.46906(10) 0.22743(13) 0.0352(5) Uani 1 1 d . . . . .
H8A H 0.540805 0.509953 0.193275 0.042 Uiso 1 1 calc R . . . .
H8B H 0.586811 0.470319 0.261283 0.042 Uiso 1 1 calc R . . . .
C9 C 0.33816(12) 0.31477(9) 0.14399(11) 0.0227(4) Uani 1 1 d . . . . .
C10 C 0.27097(12) 0.31406(11) 0.09018(11) 0.0280(4) Uani 1 1 d . . . . .
H10A H 0.291211 0.326991 0.039939 0.042 Uiso 1 1 calc GR . . . .
H10B H 0.229247 0.347526 0.106236 0.042 Uiso 1 1 calc GR . . . .
H10C H 0.247228 0.267178 0.088151 0.042 Uiso 1 1 calc GR . . . .
C11 C 0.22361(11) 0.10942(9) 0.12677(10) 0.0209(4) Uani 1 1 d . . . . .
C12 C 0.25588(13) 0.13242(10) 0.19580(11) 0.0266(4) Uani 1 1 d . . . . .
H12 H 0.306505 0.113774 0.212340 0.032 Uiso 1 1 calc R . . . .
C13 C 0.21685(14) 0.18139(10) 0.24103(11) 0.0301(5) Uani 1 1 d . . . . .
H13 H 0.241312 0.195850 0.287153 0.036 Uiso 1 1 calc R . . . .
C14 C 0.14267(14) 0.20921(11) 0.21941(12) 0.0325(5) Uani 1 1 d . . . . .
H14 H 0.115346 0.242029 0.250705 0.039 Uiso 1 1 calc R . . . .
C15 C 0.10895(13) 0.18832(11) 0.15122(12) 0.0320(5) Uani 1 1 d . . . . .
H15 H 0.058359 0.207335 0.135112 0.038 Uiso 1 1 calc R . . . .
C16 C 0.14883(12) 0.13976(10) 0.10645(11) 0.0260(4) Uani 1 1 d . . . . .
H16 H 0.124460 0.126388 0.059899 0.031 Uiso 1 1 calc R . . . .
C17 C 0.21312(12) 0.00661(9) 0.02027(11) 0.0230(4) Uani 1 1 d . . . . .
C18 C 0.23871(13) -0.02543(10) -0.04713(11) 0.0296(5) Uani 1 1 d . . . . .
H18 H 0.292412 -0.016649 -0.064876 0.035 Uiso 1 1 calc R . . . .
C19 C 0.18865(16) -0.06949(11) -0.08895(14) 0.0428(6) Uani 1 1 d . . . . .
H19 H 0.208046 -0.089198 -0.134865 0.051 Uiso 1 1 calc R . . . .
C20 C 0.11079(17) -0.08474(11) -0.06400(17) 0.0501(7) Uani 1 1 d . . . . .
H20 H 0.075911 -0.113843 -0.093061 0.060 Uiso 1 1 calc R . . . .
C21 C 0.08467(15) -0.05713(11) 0.00349(16) 0.0459(6) Uani 1 1 d . . . . .
H21 H 0.032018 -0.068511 0.022189 0.055 Uiso 1 1 calc R . . . .
C22 C 0.13489(13) -0.01258(10) 0.04462(13) 0.0323(5) Uani 1 1 d . . . . .
H22 H 0.115349 0.005613 0.091204 0.039 Uiso 1 1 calc R . . . .
C23 C 0.33750(12) 0.00506(9) 0.10952(10) 0.0230(4) Uani 1 1 d . . . . .
C24 C 0.31866(13) -0.02898(10) 0.17733(12) 0.0305(5) Uani 1 1 d . . . . .
H24 H 0.271565 -0.015059 0.204735 0.037 Uiso 1 1 calc R . . . .
C25 C 0.36705(15) -0.08283(11) 0.20589(13) 0.0381(5) Uani 1 1 d . . . . .
H25 H 0.352519 -0.104796 0.252140 0.046 Uiso 1 1 calc R . . . .
C26 C 0.43570(14) -0.10436(11) 0.16751(13) 0.0368(5) Uani 1 1 d . . . . .
H26 H 0.467836 -0.141704 0.186464 0.044 Uiso 1 1 calc R . . . .
C27 C 0.45728(14) -0.07109(10) 0.10125(12) 0.0333(5) Uani 1 1 d . . . . .
H27 H 0.504854 -0.085035 0.074575 0.040 Uiso 1 1 calc R . . . .
C28 C 0.40895(12) -0.01688(10) 0.07359(11) 0.0273(4) Uani 1 1 d . . . . .
H28 H 0.425293 0.006075 0.028433 0.033 Uiso 1 1 calc R . . . .
C29 C 0.32174(11) 0.11472(9) 0.01323(10) 0.0195(4) Uani 1 1 d . . . . .
C30 C 0.29988(12) 0.12896(10) -0.06175(11) 0.0241(4) Uani 1 1 d . . . . .
H30 H 0.259753 0.100472 -0.085157 0.029 Uiso 1 1 calc R . . . .
C31 C 0.33422(13) 0.18286(10) -0.10342(11) 0.0281(4) Uani 1 1 d . . . . .
H31 H 0.316570 0.190997 -0.153842 0.034 Uiso 1 1 calc R . . . .
C32 C 0.39358(12) 0.22456(10) -0.07225(12) 0.0279(4) Uani 1 1 d . . . . .
H32 H 0.417347 0.261457 -0.100554 0.034 Uiso 1 1 calc R . . . .
C33 C 0.41788(13) 0.21144(10) 0.00149(12) 0.0296(5) Uani 1 1 d . . . . .
H33 H 0.459050 0.239488 0.023948 0.036 Uiso 1 1 calc R . . . .
C34 C 0.38284(12) 0.15796(10) 0.04270(11) 0.0257(4) Uani 1 1 d . . . . .
H34 H 0.400935 0.150218 0.093063 0.031 Uiso 1 1 calc R . . . .
O1 O 0.53714(8) 0.40570(7) 0.18495(7) 0.0254(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 N1 2.123(2) . ?
Co1 N2 2.1712(17) 3_655 ?
Co1 N2 2.1712(17) . ?
Co1 N3 2.1201(17) 3_655 ?
Co1 N3 2.1201(17) . ?
Co1 O1 2.2726(14) 3_655 ?
Co1 O1 2.2726(14) . ?
B1 C11 1.639(3) . ?
B1 C17 1.642(3) . ?
B1 C23 1.642(3) . ?
B1 C29 1.649(3) . ?
N1 C1 1.339(2) 3_655 ?
N1 C1 1.339(2) . ?
N2 C4 1.282(3) . ?
N2 C6 1.455(3) . ?
N3 C9 1.139(2) . ?
C1 C2 1.389(3) . ?
C1 C4 1.480(3) . ?
C2 C3 1.375(3) . ?
C4 C5 1.502(3) . ?
C6 C7 1.505(3) . ?
C7 O1 1.429(2) . ?
C8 C8 1.500(4) 3_655 ?
C8 O1 1.428(2) . ?
C9 C10 1.456(3) . ?
C11 C12 1.401(3) . ?
C11 C16 1.404(3) . ?
C12 C13 1.389(3) . ?
C13 C14 1.382(3) . ?
C14 C15 1.385(3) . ?
C15 C16 1.386(3) . ?
C17 C18 1.405(3) . ?
C17 C22 1.402(3) . ?
C18 C19 1.391(3) . ?
C19 C20 1.382(4) . ?
C20 C21 1.374(4) . ?
C21 C22 1.391(3) . ?
C23 C24 1.399(3) . ?
C23 C28 1.398(3) . ?
C24 C25 1.396(3) . ?
C25 C26 1.378(3) . ?
C26 C27 1.380(3) . ?
C27 C28 1.396(3) . ?
C29 C30 1.400(3) . ?
C29 C34 1.401(3) . ?
C30 C31 1.388(3) . ?
C31 C32 1.375(3) . ?
C32 C33 1.386(3) . ?
C33 C34 1.383(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Co1 N2 72.70(4) . . ?
N1 Co1 N2 72.70(4) . 3_655 ?
N1 Co1 O1 145.07(3) . . ?
N1 Co1 O1 145.07(3) . 3_655 ?
N2 Co1 N2 145.40(9) . 3_655 ?
N2 Co1 O1 142.08(6) . 3_655 ?
N2 Co1 O1 142.08(6) 3_655 . ?
N2 Co1 O1 72.46(6) . . ?
N2 Co1 O1 72.47(6) 3_655 3_655 ?
N3 Co1 N1 93.40(4) 3_655 . ?
N3 Co1 N1 93.40(4) . . ?
N3 Co1 N2 90.68(6) 3_655 3_655 ?
N3 Co1 N2 91.34(6) . 3_655 ?
N3 Co1 N2 91.34(6) 3_655 . ?
N3 Co1 N2 90.68(6) . . ?
N3 Co1 N3 173.21(8) 3_655 . ?
N3 Co1 O1 84.54(6) 3_655 3_655 ?
N3 Co1 O1 84.54(6) . . ?
N3 Co1 O1 89.88(6) . 3_655 ?
N3 Co1 O1 89.89(6) 3_655 . ?
O1 Co1 O1 69.86(7) 3_655 . ?
C11 B1 C17 112.63(16) . . ?
C11 B1 C23 114.15(15) . . ?
C11 B1 C29 103.09(14) . . ?
C17 B1 C29 112.45(15) . . ?
C23 B1 C17 103.50(14) . . ?
C23 B1 C29 111.34(16) . . ?
C1 N1 Co1 119.52(12) . . ?
C1 N1 Co1 119.52(12) 3_655 . ?
C1 N1 C1 121.0(2) 3_655 . ?
C4 N2 Co1 119.82(14) . . ?
C4 N2 C6 121.77(17) . . ?
C6 N2 Co1 118.32(12) . . ?
C9 N3 Co1 171.62(16) . . ?
N1 C1 C2 120.7(2) . . ?
N1 C1 C4 113.72(17) . . ?
C2 C1 C4 125.5(2) . . ?
C3 C2 C1 118.5(2) . . ?
C2 C3 C2 120.6(3) . 3_655 ?
N2 C4 C1 114.22(18) . . ?
N2 C4 C5 126.0(2) . . ?
C1 C4 C5 119.79(19) . . ?
N2 C6 C7 108.35(15) . . ?
O1 C7 C6 106.39(15) . . ?
O1 C8 C8 105.31(15) . 3_655 ?
N3 C9 C10 179.3(2) . . ?
C12 C11 B1 123.23(17) . . ?
C12 C11 C16 114.98(17) . . ?
C16 C11 B1 121.34(16) . . ?
C13 C12 C11 122.66(19) . . ?
C14 C13 C12 120.48(19) . . ?
C13 C14 C15 118.71(19) . . ?
C14 C15 C16 120.2(2) . . ?
C15 C16 C11 122.98(18) . . ?
C18 C17 B1 121.53(18) . . ?
C22 C17 B1 123.61(18) . . ?
C22 C17 C18 114.77(19) . . ?
C19 C18 C17 122.7(2) . . ?
C20 C19 C18 120.3(2) . . ?
C21 C20 C19 118.9(2) . . ?
C20 C21 C22 120.4(2) . . ?
C21 C22 C17 122.8(2) . . ?
C24 C23 B1 122.20(18) . . ?
C28 C23 B1 121.47(17) . . ?
C28 C23 C24 115.73(18) . . ?
C25 C24 C23 121.9(2) . . ?
C26 C25 C24 120.5(2) . . ?
C25 C26 C27 119.3(2) . . ?
C26 C27 C28 119.7(2) . . ?
C27 C28 C23 122.8(2) . . ?
C30 C29 B1 124.17(16) . . ?
C30 C29 C34 114.84(17) . . ?
C34 C29 B1 120.59(16) . . ?
C31 C30 C29 122.92(18) . . ?
C32 C31 C30 120.49(19) . . ?
C31 C32 C33 118.36(19) . . ?
C34 C33 C32 120.69(19) . . ?
C33 C34 C29 122.68(18) . . ?
C7 O1 Co1 111.54(11) . . ?
C8 O1 Co1 115.85(11) . . ?
C8 O1 C7 113.09(15) . . ?

_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_3-ni
_database_code_depnum_ccdc_archive 'CCDC 1861080'
loop_
_audit_author_name
_audit_author_address
'Yi-Fei Deng'
;the Cambridge Crystallographic Data Centre
China
;
_audit_update_record             
;
2019-01-18 deposited with the CCDC.	2019-02-13 downloaded from the CCDC.
;
_audit_creation_date             2019-01-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H27 N5 Ni O2, 2(C24 H20 B)'
_chemical_formula_sum            'C67 H67 B2 N5 Ni O2'
_chemical_formula_weight         1054.58
_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'
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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   16.409(10)
_cell_length_b                   19.183(11)
_cell_length_c                   17.634(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5551(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3443
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      20.08
_cell_measurement_theta_min      2.31
_shelx_estimated_absorpt_T_max   0.984
_shelx_estimated_absorpt_T_min   0.954
_exptl_absorpt_coefficient_mu    0.401
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.262
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2232
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1329
_diffrn_reflns_av_unetI/netI     0.0664
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            50919
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.174
_diffrn_reflns_theta_max         25.174
_diffrn_reflns_theta_min         1.633
_diffrn_ambient_temperature      110.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_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                3300
_reflns_number_total             4954
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.387
_refine_diff_density_min         -0.482
_refine_diff_density_rms         0.061
_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     350
_refine_ls_number_reflns         4954
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0950
_refine_ls_R_factor_gt           0.0521
_refine_ls_restrained_S_all      1.028
_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)+(0.0443P)²+4.8140P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1054
_refine_ls_wR_factor_ref         0.1275
_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:
 C6(H6A,H6B), C7(H7A,H7B), C8(H8A,H8B)
2.b Me refined with riding coordinates:
 C5(H5A,H5B,H5C)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C12(H12), C13(H13), C14(H14), C15(H15), C16(H16), C18(H18),
 C19(H19), C20(H20), C21(H21), C22(H22), C24(H24), C25(H25), C26(H26), C27(H27),
  C28(H28), C30(H30), C31(H31), C32(H32), C33(H33), C34(H34)
2.d Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.500000 0.29896(3) 0.250000 0.02432(17) Uani 1 2 d S T P . .
B1 B 0.2735(2) 0.05885(18) 0.0685(2) 0.0247(8) Uani 1 1 d . . . . .
N1 N 0.500000 0.19567(19) 0.250000 0.0292(9) Uani 1 2 d S T P . .
N2 N 0.56722(16) 0.27434(15) 0.15165(15) 0.0302(7) Uani 1 1 d . . . . .
N3 N 0.39583(17) 0.30896(13) 0.18695(15) 0.0281(6) Uani 1 1 d . . . . .
C1 C 0.5391(2) 0.16219(17) 0.1944(2) 0.0335(9) Uani 1 1 d . . . . .
C2 C 0.5398(2) 0.0895(2) 0.1934(2) 0.0472(10) Uani 1 1 d . . . . .
H2 H 0.567308 0.064840 0.154297 0.057 Uiso 1 1 calc R . . . .
C3 C 0.500000 0.0544(3) 0.250000 0.0521(16) Uani 1 2 d S T P . .
H3 H 0.499999 0.004840 0.250001 0.063 Uiso 1 2 calc RS T P . .
C4 C 0.5767(2) 0.20914(19) 0.13792(19) 0.0336(9) Uani 1 1 d . . . . .
C5 C 0.6199(3) 0.1787(2) 0.0703(2) 0.0542(12) Uani 1 1 d . . . . .
H5A H 0.618546 0.127672 0.073331 0.081 Uiso 1 1 calc R . . . .
H5B H 0.592588 0.193883 0.023684 0.081 Uiso 1 1 calc R . . . .
H5C H 0.676616 0.194616 0.069748 0.081 Uiso 1 1 calc R . . . .
C6 C 0.5963(2) 0.32811(18) 0.09955(19) 0.0340(8) Uani 1 1 d . . . . .
H6A H 0.556050 0.335297 0.058494 0.041 Uiso 1 1 calc R . . . .
H6B H 0.648434 0.313267 0.076296 0.041 Uiso 1 1 calc R . . . .
C7 C 0.6084(2) 0.39456(18) 0.14243(19) 0.0357(9) Uani 1 1 d . . . . .
H7A H 0.654625 0.389857 0.178204 0.043 Uiso 1 1 calc R . . . .
H7B H 0.620499 0.433237 0.106992 0.043 Uiso 1 1 calc R . . . .
C8 C 0.5382(2) 0.47042(18) 0.2267(2) 0.0434(10) Uani 1 1 d . . . . .
H8A H 0.540156 0.511937 0.193365 0.052 Uiso 1 1 calc R . . . .
H8B H 0.586956 0.470580 0.259770 0.052 Uiso 1 1 calc R . . . .
C9 C 0.3421(2) 0.31102(16) 0.14600(18) 0.0264(7) Uani 1 1 d . . . . .
C10 C 0.2744(2) 0.31378(18) 0.09285(18) 0.0336(8) Uani 1 1 d . . . . .
H10A H 0.293393 0.332709 0.044338 0.050 Uiso 1 1 calc GR . . . .
H10B H 0.231420 0.343800 0.113368 0.050 Uiso 1 1 calc GR . . . .
H10C H 0.252830 0.266697 0.085014 0.050 Uiso 1 1 calc GR . . . .
C11 C 0.22441(19) 0.10983(16) 0.12702(17) 0.0256(7) Uani 1 1 d . . . . .
C12 C 0.2556(2) 0.13280(17) 0.19642(17) 0.0308(8) Uani 1 1 d . . . . .
H12 H 0.305817 0.113899 0.213595 0.037 Uiso 1 1 calc R . . . .
C13 C 0.2167(2) 0.18182(17) 0.24135(19) 0.0367(9) Uani 1 1 d . . . . .
H13 H 0.241042 0.196356 0.287619 0.044 Uiso 1 1 calc R . . . .
C14 C 0.1431(2) 0.20958(19) 0.2194(2) 0.0381(9) Uani 1 1 d . . . . .
H14 H 0.115629 0.242238 0.250743 0.046 Uiso 1 1 calc R . . . .
C15 C 0.1100(2) 0.18927(18) 0.1511(2) 0.0380(9) Uani 1 1 d . . . . .
H15 H 0.059705 0.208512 0.134623 0.046 Uiso 1 1 calc R . . . .
C16 C 0.1501(2) 0.14077(17) 0.10658(18) 0.0315(8) Uani 1 1 d . . . . .
H16 H 0.126063 0.127732 0.059676 0.038 Uiso 1 1 calc R . . . .
C17 C 0.2129(2) 0.00654(16) 0.02131(18) 0.0268(8) Uani 1 1 d . . . . .
C18 C 0.2382(2) -0.02578(17) -0.04578(19) 0.0354(9) Uani 1 1 d . . . . .
H18 H 0.291684 -0.016998 -0.064025 0.042 Uiso 1 1 calc R . . . .
C19 C 0.1876(3) -0.07050(18) -0.0869(2) 0.0481(11) Uani 1 1 d . . . . .
H19 H 0.206529 -0.090922 -0.132757 0.058 Uiso 1 1 calc R . . . .
C20 C 0.1097(3) -0.08501(19) -0.0608(3) 0.0541(13) Uani 1 1 d . . . . .
H20 H 0.074301 -0.114213 -0.089202 0.065 Uiso 1 1 calc R . . . .
C21 C 0.0848(2) -0.05686(19) 0.0060(3) 0.0499(11) Uani 1 1 d . . . . .
H21 H 0.032296 -0.067984 0.025346 0.060 Uiso 1 1 calc R . . . .
C22 C 0.1349(2) -0.01220(17) 0.0463(2) 0.0359(9) Uani 1 1 d . . . . .
H22 H 0.115619 0.006556 0.092793 0.043 Uiso 1 1 calc R . . . .
C23 C 0.3374(2) 0.00514(16) 0.10999(18) 0.0281(8) Uani 1 1 d . . . . .
C24 C 0.3189(2) -0.02880(17) 0.1776(2) 0.0360(9) Uani 1 1 d . . . . .
H24 H 0.271860 -0.014812 0.205100 0.043 Uiso 1 1 calc R . . . .
C25 C 0.3671(3) -0.08280(19) 0.2064(2) 0.0461(10) Uani 1 1 d . . . . .
H25 H 0.352730 -0.104643 0.252909 0.055 Uiso 1 1 calc R . . . .
C26 C 0.4357(3) -0.10441(19) 0.1673(2) 0.0452(10) Uani 1 1 d . . . . .
H26 H 0.467582 -0.142083 0.185729 0.054 Uiso 1 1 calc R . . . .
C27 C 0.4570(2) -0.07088(18) 0.1016(2) 0.0398(9) Uani 1 1 d . . . . .
H27 H 0.504859 -0.084426 0.075049 0.048 Uiso 1 1 calc R . . . .
C28 C 0.4088(2) -0.01703(17) 0.0739(2) 0.0338(9) Uani 1 1 d . . . . .
H28 H 0.424970 0.005696 0.028427 0.041 Uiso 1 1 calc R . . . .
C29 C 0.32199(19) 0.11434(16) 0.01357(17) 0.0244(7) Uani 1 1 d . . . . .
C30 C 0.2994(2) 0.12899(17) -0.06143(18) 0.0292(8) Uani 1 1 d . . . . .
H30 H 0.258726 0.100832 -0.084557 0.035 Uiso 1 1 calc R . . . .
C31 C 0.3334(2) 0.18249(17) -0.10327(19) 0.0326(8) Uani 1 1 d . . . . .
H31 H 0.315233 0.190542 -0.153667 0.039 Uiso 1 1 calc R . . . .
C32 C 0.3929(2) 0.22403(18) -0.0731(2) 0.0331(8) Uani 1 1 d . . . . .
H32 H 0.416246 0.260974 -0.101635 0.040 Uiso 1 1 calc R . . . .
C33 C 0.4178(2) 0.21065(18) -0.0002(2) 0.0353(9) Uani 1 1 d . . . . .
H33 H 0.459413 0.238605 0.021698 0.042 Uiso 1 1 calc R . . . .
C34 C 0.3836(2) 0.15722(17) 0.04199(19) 0.0314(8) Uani 1 1 d . . . . .
H34 H 0.402818 0.149457 0.092111 0.038 Uiso 1 1 calc R . . . .
O1 O 0.53516(14) 0.40824(12) 0.18271(13) 0.0350(6) 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
Ni1 N1 1.982(4) . ?
Ni1 N2 2.109(3) 3_655 ?
Ni1 N2 2.109(3) . ?
Ni1 N3 2.048(3) . ?
Ni1 N3 2.048(3) 3_655 ?
Ni1 O1 2.477(3) . ?
B1 C11 1.634(5) . ?
B1 C17 1.639(5) . ?
B1 C23 1.642(5) . ?
B1 C29 1.645(5) . ?
N1 C1 1.337(4) . ?
N1 C1 1.337(4) 3_655 ?
N2 C4 1.283(4) . ?
N2 C6 1.462(4) . ?
N3 C9 1.140(4) . ?
C1 C2 1.395(5) . ?
C1 C4 1.477(5) . ?
C2 C3 1.370(5) . ?
C4 C5 1.506(5) . ?
C6 C7 1.496(5) . ?
C7 O1 1.421(4) . ?
C8 C8 1.500(7) 3_655 ?
C8 O1 1.424(4) . ?
C9 C10 1.454(4) . ?
C11 C12 1.398(4) . ?
C11 C16 1.403(4) . ?
C12 C13 1.385(5) . ?
C13 C14 1.376(5) . ?
C14 C15 1.377(5) . ?
C15 C16 1.384(5) . ?
C17 C18 1.398(5) . ?
C17 C22 1.401(5) . ?
C18 C19 1.397(5) . ?
C19 C20 1.387(6) . ?
C20 C21 1.360(6) . ?
C21 C22 1.384(5) . ?
C23 C24 1.392(5) . ?
C23 C28 1.400(5) . ?
C24 C25 1.399(5) . ?
C25 C26 1.384(5) . ?
C26 C27 1.370(5) . ?
C27 C28 1.391(5) . ?
C29 C30 1.402(4) . ?
C29 C34 1.397(4) . ?
C30 C31 1.382(4) . ?
C31 C32 1.368(5) . ?
C32 C33 1.372(5) . ?
C33 C34 1.386(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Ni1 N2 77.06(8) . . ?
N1 Ni1 N2 77.06(8) . 3_655 ?
N1 Ni1 N3 95.37(7) . . ?
N1 Ni1 N3 95.37(7) . 3_655 ?
N1 Ni1 O1 147.81(5) . . ?
N2 Ni1 N2 154.11(16) . 3_655 ?
N2 Ni1 O1 70.96(10) . . ?
N2 Ni1 O1 134.86(9) 3_655 . ?
N3 Ni1 N2 91.77(11) 3_655 . ?
N3 Ni1 N2 90.63(11) . . ?
N3 Ni1 N2 91.77(11) . 3_655 ?
N3 Ni1 N2 90.63(11) 3_655 3_655 ?
N3 Ni1 N3 169.26(15) . 3_655 ?
N3 Ni1 O1 89.22(9) 3_655 . ?
N3 Ni1 O1 81.67(9) . . ?
C11 B1 C17 112.8(3) . . ?
C11 B1 C23 114.2(3) . . ?
C11 B1 C29 102.9(2) . . ?
C17 B1 C23 103.2(2) . . ?
C17 B1 C29 113.0(3) . . ?
C23 B1 C29 111.1(3) . . ?
C1 N1 Ni1 118.7(2) . . ?
C1 N1 Ni1 118.7(2) 3_655 . ?
C1 N1 C1 122.6(4) . 3_655 ?
C4 N2 Ni1 115.9(2) . . ?
C4 N2 C6 122.0(3) . . ?
C6 N2 Ni1 122.0(2) . . ?
C9 N3 Ni1 172.9(3) . . ?
N1 C1 C2 119.6(4) . . ?
N1 C1 C4 113.7(3) . . ?
C2 C1 C4 126.7(4) . . ?
C3 C2 C1 118.6(4) . . ?
C2 C3 C2 121.1(5) . 3_655 ?
N2 C4 C1 114.6(3) . . ?
N2 C4 C5 125.8(4) . . ?
C1 C4 C5 119.6(3) . . ?
N2 C6 C7 109.1(3) . . ?
O1 C7 C6 107.3(3) . . ?
O1 C8 C8 105.6(3) . 3_655 ?
N3 C9 C10 179.2(4) . . ?
C12 C11 B1 124.1(3) . . ?
C12 C11 C16 114.2(3) . . ?
C16 C11 B1 121.3(3) . . ?
C13 C12 C11 123.1(3) . . ?
C14 C13 C12 120.4(3) . . ?
C13 C14 C15 118.9(3) . . ?
C14 C15 C16 119.9(3) . . ?
C15 C16 C11 123.5(3) . . ?
C18 C17 B1 121.4(3) . . ?
C18 C17 C22 115.0(3) . . ?
C22 C17 B1 123.5(3) . . ?
C19 C18 C17 122.4(4) . . ?
C20 C19 C18 119.9(4) . . ?
C21 C20 C19 119.1(4) . . ?
C20 C21 C22 120.7(4) . . ?
C21 C22 C17 122.8(4) . . ?
C24 C23 B1 122.4(3) . . ?
C24 C23 C28 115.5(3) . . ?
C28 C23 B1 121.5(3) . . ?
C23 C24 C25 122.3(4) . . ?
C26 C25 C24 120.0(4) . . ?
C27 C26 C25 119.3(4) . . ?
C26 C27 C28 120.0(4) . . ?
C27 C28 C23 122.8(3) . . ?
C30 C29 B1 123.9(3) . . ?
C34 C29 B1 121.3(3) . . ?
C34 C29 C30 114.3(3) . . ?
C31 C30 C29 123.0(3) . . ?
C32 C31 C30 120.9(3) . . ?
C31 C32 C33 117.9(3) . . ?
C32 C33 C34 121.4(3) . . ?
C33 C34 C29 122.4(3) . . ?
C7 O1 Ni1 106.28(19) . . ?
C7 O1 C8 113.4(3) . . ?
C8 O1 Ni1 117.2(2) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
