# Electronic Supplementary Material (ESI) for CrystEngComm.
# 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_20181016zju_eg_0m_a_sq
_database_code_depnum_ccdc_archive 'CCDC 1917555'
loop_
_audit_author_name
_audit_author_address
'Yue Zhao'
;Nanjing University
China
;
_audit_update_record             
;
2019-05-21 deposited with the CCDC.	2020-03-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H40 B12 Cu N4'
_chemical_formula_weight         673.94

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'
Cu Cu 0.3201 1.2651 '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'

_space_group_crystal_system      tetragonal
_space_group_IT_number           83
_space_group_name_H-M_alt        'P 4/m'
_space_group_name_Hall           '-P 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.
;

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

_cell_length_a                   15.3693(12)
_cell_length_b                   15.3693(12)
_cell_length_c                   10.1723(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2402.9(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    6211
_cell_measurement_theta_min      2.40
_cell_measurement_theta_max      25.12

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    0.466
_exptl_crystal_F_000             349
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    0.238
_shelx_estimated_absorpt_T_min   0.972
_shelx_estimated_absorpt_T_max   0.983
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14474
_diffrn_reflns_av_unetI/netI     0.0311
_diffrn_reflns_av_R_equivalents  0.0455
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.401
_diffrn_reflns_theta_max         25.008
_diffrn_reflns_theta_full        25.008
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             2260
_reflns_number_gt                2099
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1170P)²+0.1050P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2260
_refine_ls_number_parameters     108
_refine_ls_number_restraints     19
_refine_ls_R_factor_all          0.0529
_refine_ls_R_factor_gt           0.0492
_refine_ls_wR_factor_ref         0.1535
_refine_ls_wR_factor_gt          0.1479
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_restrained_S_all      1.166
_refine_ls_shift/su_max          0.081
_refine_ls_shift/su_mean         0.004

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
B1 B 0.500000 0.500000 0.1637(4) 0.0389(10) Uani 1 4 d S TU P . .
H1F H 0.500000 0.500000 0.247768 0.047 Uiso 1 4 d R U P . .
B2 B 0.5233(11) 0.4078(4) 0.0741(5) 0.0774(16) Uani 0.625 1 d . U P . .
B3 B 0.4492(10) 0.4193(6) 0.0754(5) 0.0779(16) Uani 0.625 1 d . U P . .
C1 C 0.6758(2) 0.4579(3) 0.5934(3) 0.0368(9) Uani 0.5 1 d . . P A 1
H1A H 0.644445 0.427708 0.661095 0.044 Uiso 0.5 1 d R U P A 1
C2 C 0.7648(2) 0.4563(3) 0.5963(4) 0.0447(10) Uani 0.5 1 d . . P A 1
H2A H 0.794879 0.425478 0.664672 0.054 Uiso 0.5 1 d R U P A 1
C3 C 0.81262(17) 0.50006(19) 0.500000 0.0395(7) Uani 1 2 d S T P . .
H3A H 0.786184 0.500372 0.414500 0.047 Uiso 0.5 1 d R U P A .
C4 C 0.90849(18) 0.4998(2) 0.500000 0.0457(7) Uani 1 2 d S T P A .
C5 C 0.9552(3) 0.5005(7) 0.6159(6) 0.067(4) Uani 0.425(12) 1 d . . P A 1
H5A H 0.924226 0.501522 0.697839 0.080 Uiso 0.425(12) 1 d R U P A 1
C1' C 0.6759(2) 0.5420(3) 0.5933(3) 0.0371(9) Uani 0.5 1 d . . P A 2
H1'A H 0.644526 0.572635 0.660487 0.045 Uiso 0.5 1 d R U P A 2
C2' C 0.7649(2) 0.5438(3) 0.5966(4) 0.0439(10) Uani 0.5 1 d . . P A 2
H2'A H 0.794878 0.574096 0.665638 0.053 Uiso 0.5 1 d R U P A 2
C5A C 0.9548(5) 0.5669(7) 0.5569(12) 0.056(4) Uani 0.280(8) 1 d . . P A 2
H5AA H 0.923610 0.614104 0.596765 0.068 Uiso 0.280(8) 1 d R U P A 2
C5B C 0.9552(5) 0.4339(7) 0.5574(11) 0.057(3) Uani 0.296(8) 1 d . . P A 3
H5BB H 0.923924 0.387235 0.598738 0.068 Uiso 0.296(8) 1 d R U P A 3
Cu1 Cu 0.500000 0.500000 0.500000 0.0251(2) Uani 1 8 d S T P A .
N1 N 0.63044(12) 0.49994(13) 0.500000 0.0273(5) Uani 1 2 d S T P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
B1 B3 1.719(5) . ?
B1 B3 1.719(5) 4_565 ?
B1 B3 1.719(5) 2_665 ?
B1 B3 1.719(5) 3_655 ?
B1 B2 1.723(5) 4_565 ?
B1 B2 1.723(5) 3_655 ?
B1 B2 1.723(5) 2_665 ?
B1 B2 1.723(5) . ?
B1 H1F 0.8552 . ?
B2 B3 1.088(7) 3_655 ?
B2 B3 1.152(7) . ?
B2 B2 1.508(9) 6 ?
B2 B3 1.870(6) 8_655 ?
B2 B3 1.908(6) 6 ?
B2 B2 2.067(7) 4_565 ?
B2 B2 2.068(7) 3_655 ?
B3 B3 1.534(10) 6 ?
B3 B3 2.072(7) 3_655 ?
B3 B3 2.072(7) 4_565 ?
C1 N1 1.344(4) . ?
C1 C2 1.369(5) . ?
C1 C1 1.900(7) 6_556 ?
C1 H1A 0.9600 . ?
C2 C3 1.397(4) . ?
C2 C2 1.958(8) 6_556 ?
C2 H2A 0.9600 . ?
C2 H3A 0.761(5) 6_556 ?
C3 C2' 1.399(4) 6_556 ?
C3 C2' 1.399(4) . ?
C3 C4 1.473(4) . ?
C3 H3A 0.9600 . ?
C3 H3A 0.9600 6_556 ?
C4 C5B 1.372(8) . ?
C4 C5B 1.372(8) 6_556 ?
C4 C5 1.380(6) 6_556 ?
C4 C5 1.380(6) . ?
C4 C5A 1.380(8) 6_556 ?
C4 C5A 1.380(8) . ?
C5 C5 1.378(10) 2_765 ?
C5 H5A 0.9600 . ?
C1' N1 1.345(4) . ?
C1' C2' 1.368(5) . ?
C1' C1' 1.898(7) 6_556 ?
C1' H1'A 0.9600 . ?
C2' C2' 1.966(8) 6_556 ?
C2' H2'A 0.9600 . ?
C5A C5A 1.16(2) 6_556 ?
C5A H5AA 0.9600 . ?
C5B C5B 1.17(2) 6_556 ?
C5B H5BB 0.9600 . ?
Cu1 N1 2.0047(19) 7_566 ?
Cu1 N1 2.0047(19) . ?
Cu1 N1 2.0047(19) 5_666 ?
Cu1 N1 2.0047(19) 3_655 ?

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
B3 B1 B3 74.15(18) . 4_565 ?
B3 B1 B3 117.0(4) . 2_665 ?
B3 B1 B3 74.15(18) 4_565 2_665 ?
B3 B1 B3 74.15(18) . 3_655 ?
B3 B1 B3 117.0(4) 4_565 3_655 ?
B3 B1 B3 74.15(18) 2_665 3_655 ?
B3 B1 B2 36.9(3) . 4_565 ?
B3 B1 B2 39.1(3) 4_565 4_565 ?
B3 B1 B2 104.3(3) 2_665 4_565 ?
B3 B1 B2 102.9(3) 3_655 4_565 ?
B3 B1 B2 104.3(3) . 3_655 ?
B3 B1 B2 102.9(3) 4_565 3_655 ?
B3 B1 B2 36.9(3) 2_665 3_655 ?
B3 B1 B2 39.1(3) 3_655 3_655 ?
B2 B1 B2 116.1(4) 4_565 3_655 ?
B3 B1 B2 102.9(3) . 2_665 ?
B3 B1 B2 36.9(3) 4_565 2_665 ?
B3 B1 B2 39.1(3) 2_665 2_665 ?
B3 B1 B2 104.3(3) 3_655 2_665 ?
B2 B1 B2 73.75(18) 4_565 2_665 ?
B2 B1 B2 73.75(18) 3_655 2_665 ?
B3 B1 B2 39.1(3) . . ?
B3 B1 B2 104.3(3) 4_565 . ?
B3 B1 B2 102.9(3) 2_665 . ?
B3 B1 B2 36.9(3) 3_655 . ?
B2 B1 B2 73.75(18) 4_565 . ?
B2 B1 B2 73.76(18) 3_655 . ?
B2 B1 B2 116.1(4) 2_665 . ?
B3 B1 H1F 121.5 . . ?
B3 B1 H1F 121.5 4_565 . ?
B3 B1 H1F 121.5 2_665 . ?
B3 B1 H1F 121.5 3_655 . ?
B2 B1 H1F 121.9 4_565 . ?
B2 B1 H1F 121.9 3_655 . ?
B2 B1 H1F 121.9 2_665 . ?
B2 B1 H1F 121.9 . . ?
B3 B2 B3 135.3(7) 3_655 . ?
B3 B2 B2 90.7(4) 3_655 6 ?
B3 B2 B2 90.7(4) . 6 ?
B3 B2 B1 71.4(4) 3_655 . ?
B3 B2 B1 70.2(4) . . ?
B2 B2 B1 121.93(19) 6 . ?
B3 B2 B3 55.1(5) 3_655 8_655 ?
B3 B2 B3 115.0(5) . 8_655 ?
B2 B2 B3 35.6(2) 6 8_655 ?
B1 B2 B3 104.4(3) . 8_655 ?
B3 B2 B3 116.0(5) 3_655 6 ?
B3 B2 B3 53.5(4) . 6 ?
B2 B2 B3 37.1(2) 6 6 ?
B1 B2 B3 102.8(3) . 6 ?
B3 B2 B3 66.5(3) 8_655 6 ?
B3 B2 B2 113.3(4) 3_655 4_565 ?
B3 B2 B2 22.0(4) . 4_565 ?
B2 B2 B2 90.0 6 4_565 ?
B1 B2 B2 53.12(9) . 4_565 ?
B3 B2 B2 103.3(2) 8_655 4_565 ?
B3 B2 B2 56.0(2) 6 4_565 ?
B3 B2 B2 23.4(4) 3_655 3_655 ?
B3 B2 B2 112.0(4) . 3_655 ?
B2 B2 B2 90.0 6 3_655 ?
B1 B2 B2 53.12(9) . 3_655 ?
B3 B2 B2 57.7(2) 8_655 3_655 ?
B3 B2 B2 103.1(2) 6 3_655 ?
B2 B2 B2 89.998(1) 4_565 3_655 ?
B2 B3 B2 134.7(7) 4_565 . ?
B2 B3 B3 89.3(4) 4_565 6 ?
B2 B3 B3 89.3(4) . 6 ?
B2 B3 B1 71.8(4) 4_565 . ?
B2 B3 B1 70.6(4) . . ?
B3 B3 B1 121.50(19) 6 . ?
B2 B3 B2 53.7(5) 4_565 7_565 ?
B2 B3 B2 113.6(5) . 7_565 ?
B3 B3 B2 35.6(2) 6 7_565 ?
B1 B3 B2 103.8(3) . 7_565 ?
B2 B3 B2 114.5(5) 4_565 6 ?
B2 B3 B2 52.2(4) . 6 ?
B3 B3 B2 37.1(2) 6 6 ?
B1 B3 B2 102.3(3) . 6 ?
B2 B3 B2 66.3(3) 7_565 6 ?
B2 B3 B3 113.0(4) 4_565 3_655 ?
B2 B3 B3 21.7(4) . 3_655 ?
B3 B3 B3 90.000(2) 6 3_655 ?
B1 B3 B3 52.92(9) . 3_655 ?
B2 B3 B3 103.1(2) 7_565 3_655 ?
B2 B3 B3 55.9(2) 6 3_655 ?
B2 B3 B3 23.0(4) 4_565 4_565 ?
B2 B3 B3 111.7(4) . 4_565 ?
B3 B3 B3 89.999(1) 6 4_565 ?
B1 B3 B3 52.92(9) . 4_565 ?
B2 B3 B3 57.6(2) 7_565 4_565 ?
B2 B3 B3 102.9(2) 6 4_565 ?
B3 B3 B3 90.000(1) 3_655 4_565 ?
N1 C1 C2 122.8(3) . . ?
N1 C1 C1 45.04(17) . 6_556 ?
C2 C1 C1 91.2(2) . 6_556 ?
N1 C1 H1A 118.6 . . ?
C2 C1 H1A 118.6 . . ?
C1 C1 H1A 135.8 6_556 . ?
C1 C2 C3 120.1(3) . . ?
C1 C2 C2 88.8(2) . 6_556 ?
C3 C2 C2 45.49(19) . 6_556 ?
C1 C2 H2A 120.3 . . ?
C3 C2 H2A 119.5 . . ?
C2 C2 H2A 136.5 6_556 . ?
C1 C2 H3A 114.3(5) . 6_556 ?
C3 C2 H3A 40.8(2) . 6_556 ?
C2 C2 H3A 81.7(3) 6_556 6_556 ?
H2A C2 H3A 109.7 . 6_556 ?
C2 C3 C2 89.0(4) 6_556 . ?
C2 C3 C2' 57.5(3) 6_556 6_556 ?
C2 C3 C2' 116.6(3) . 6_556 ?
C2' C3 C2' 89.3(4) 6_556 . ?
C2 C3 C4 121.6(2) 6_556 . ?
C2 C3 C4 121.6(2) . . ?
C2' C3 C4 121.7(2) 6_556 . ?
C2' C3 C4 121.7(2) . . ?
C2 C3 H3A 31.2 6_556 . ?
C2 C3 H3A 114.5 . . ?
C2' C3 H3A 30.6 6_556 . ?
C2' C3 H3A 114.3 . . ?
C4 C3 H3A 115.0 . . ?
C2 C3 H3A 114.52(18) 6_556 6_556 ?
C2 C3 H3A 31.2(2) . 6_556 ?
C4 C3 H3A 115.045(3) . 6_556 ?
H3A C3 H3A 129.9 . 6_556 ?
C5 C4 C5 117.3(5) 6_556 . ?
C5 C4 C5A 50.8(6) 6_556 6_556 ?
C5 C4 C5A 94.8(7) . 6_556 ?
C5A C4 C5A 49.6(11) 6_556 . ?
C5B C4 C3 121.7(4) . . ?
C5B C4 C3 121.7(4) 6_556 . ?
C5 C4 C3 121.3(2) 6_556 . ?
C5 C4 C3 121.3(2) . . ?
C5A C4 C3 120.9(4) 6_556 . ?
C5A C4 C3 120.9(4) . . ?
C5 C5 C4 121.3(2) 2_765 . ?
C5 C5 H5A 119.7 2_765 . ?
C4 C5 H5A 119.0 . . ?
N1 C1' C2' 123.2(3) . . ?
N1 C1' C1' 45.11(17) . 6_556 ?
N1 C1' H1'A 118.5 . . ?
C2' C1' H1'A 118.4 . . ?
C1' C1' H1'A 135.4 6_556 . ?
C1' C2' C3 119.8(3) . . ?
C3 C2' C2' 45.36(19) . 6_556 ?
C1' C2' H2'A 120.5 . . ?
C3 C2' H2'A 119.7 . . ?
C2' C2' H2'A 137.0 6_556 . ?
C3 C2' H3A 40.5(2) . 6_556 ?
C5A C5A C4 65.2(6) 6_556 . ?
C5A C5A H5AA 115.0 6_556 . ?
C4 C5A H5AA 118.9 . . ?
C5B C5B C4 64.8(5) 6_556 . ?
C5B C5B H5BB 116.0 6_556 . ?
C4 C5B H5BB 118.5 . . ?
N1 Cu1 N1 90.0 7_566 . ?
N1 Cu1 N1 90.0 7_566 5_666 ?
N1 Cu1 N1 180.0 . 5_666 ?
N1 Cu1 N1 180.0 7_566 3_655 ?
N1 Cu1 N1 90.0 . 3_655 ?
N1 Cu1 N1 90.0 5_666 3_655 ?
C1 N1 C1 89.9(3) . 6_556 ?
C1 N1 C1' 117.4(3) . 6_556 ?
C1 N1 C1' 57.5(3) 6_556 6_556 ?
C1 N1 Cu1 121.27(17) . . ?
C1 N1 Cu1 121.27(17) 6_556 . ?
C1' N1 Cu1 121.32(17) . . ?
C1' N1 Cu1 121.32(17) 6_556 . ?

_refine_diff_density_max         0.542
_refine_diff_density_min         -0.273
_refine_diff_density_rms         0.049



####################################################################### 
# 
# 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_20181121zh_zju7_0m_a_sq
_database_code_depnum_ccdc_archive 'CCDC 1917558'
loop_
_audit_author_name
_audit_author_address
'Yue Zhao'
;Nanjing University
China
;
_audit_update_record             
;
2019-05-21 deposited with the CCDC.	2020-03-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H16 B12 Cu N8'
_chemical_formula_weight         561.67

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'
Cu Cu 0.3201 1.2651 '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'

_space_group_crystal_system      tetragonal
_space_group_IT_number           85
_space_group_name_H-M_alt        'P 4/n'
_space_group_name_Hall           '-P 4a'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   18.1416(15)
_cell_length_b                   18.1416(15)
_cell_length_c                   9.9851(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3286.3(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    3540
_cell_measurement_theta_min      2.25
_cell_measurement_theta_max      25.31

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    0.568
_exptl_crystal_F_000             562
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.344
_shelx_estimated_absorpt_T_min   0.928
_shelx_estimated_absorpt_T_max   0.950
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14922
_diffrn_reflns_av_unetI/netI     0.0553
_diffrn_reflns_av_R_equivalents  0.0756
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.245
_diffrn_reflns_theta_max         25.007
_diffrn_reflns_theta_full        25.007
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             2888
_reflns_number_gt                2192
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1340P)²+3.7837P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2888
_refine_ls_number_parameters     149
_refine_ls_number_restraints     42
_refine_ls_R_factor_all          0.0971
_refine_ls_R_factor_gt           0.0734
_refine_ls_wR_factor_ref         0.2107
_refine_ls_wR_factor_gt          0.1931
_refine_ls_goodness_of_fit_ref   0.983
_refine_ls_restrained_S_all      1.002
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B1 B 0.750000 0.750000 -0.0942(9) 0.043(2) Uani 1 4 d S TU P . .
B2 B 0.7234(10) 0.6737(6) -0.0086(9) 0.059(3) Uani 0.6 1 d . U P . .
B3 B 0.6753(6) 0.7162(10) -0.0072(8) 0.051(3) Uani 0.55 1 d . U P A .
B4 B 0.6692(5) 0.7414(11) 0.1411(9) 0.056(3) Uani 0.55 1 d . U P . .
B5 B 0.6985(9) 0.6874(8) 0.1412(9) 0.054(3) Uani 0.55 1 d . U P A .
C1 C 0.6198(4) 0.6722(4) 0.4709(7) 0.0276(17) Uani 0.498(4) 1 d . . P A 1
H1A H 0.620445 0.710866 0.406797 0.033 Uiso 0.498(4) 1 calc R U P A 1
C2 C 0.5670(4) 0.6198(4) 0.4603(7) 0.0321(18) Uani 0.498(4) 1 d . . P A 1
H2A H 0.532511 0.620187 0.388777 0.039 Uiso 0.498(4) 1 calc R U P A 1
C3 C 0.5654(2) 0.5653(2) 0.5589(3) 0.0337(9) Uani 0.498(4) 1 d . . P A 1
C4 C 0.6155(5) 0.5652(4) 0.6598(7) 0.037(2) Uani 0.498(4) 1 d . . P A 1
H4A H 0.613855 0.528401 0.727508 0.044 Uiso 0.498(4) 1 calc R U P A 1
C5 C 0.6699(4) 0.6202(4) 0.6627(7) 0.0266(17) Uani 0.498(4) 1 d . . P A 1
H5A H 0.705539 0.620370 0.732409 0.032 Uiso 0.498(4) 1 calc R U P A 1
N1 N 0.67191(14) 0.67217(14) 0.5685(3) 0.0205(6) Uani 0.498(4) 1 d . . P A 1
B6' B 0.750000 0.750000 0.2384(10) 0.018(3) Uani 1 4 d S TU P A 2
C1' C 0.6718(4) 0.6192(4) 0.4712(7) 0.0281(17) Uani 0.502(4) 1 d . . P A 2
H1'A H 0.710913 0.619403 0.407872 0.034 Uiso 0.502(4) 1 calc R U P A 2
C2' C 0.6195(4) 0.5668(4) 0.4596(7) 0.0342(19) Uani 0.502(4) 1 d . . P A 2
H2'A H 0.619496 0.532566 0.387498 0.041 Uiso 0.502(4) 1 calc R U P A 2
C3' C 0.5654(2) 0.5653(2) 0.5589(3) 0.0337(9) Uani 0.502(4) 1 d . . P A 2
C4' C 0.5647(4) 0.6152(4) 0.6618(7) 0.036(2) Uani 0.502(4) 1 d . . P A 2
H4'A H 0.528277 0.613020 0.730157 0.044 Uiso 0.502(4) 1 calc R U P A 2
C5' C 0.6192(4) 0.6694(4) 0.6629(7) 0.0291(18) Uani 0.502(4) 1 d . . P A 2
H5'A H 0.619025 0.705341 0.732084 0.035 Uiso 0.502(4) 1 calc R U P A 2
N1' N 0.67191(14) 0.67217(14) 0.5685(3) 0.0205(6) Uani 0.502(4) 1 d . . P A 2
Cu1 Cu 0.750000 0.750000 0.57136(7) 0.0157(3) Uani 1 4 d S T P . .
N2 N 0.5098(2) 0.5095(2) 0.5593(3) 0.0455(9) Uani 1 1 d . . . . .
B6 B 0.750000 0.750000 0.2904(12) 0.020(3) Uani 1 4 d S TU P A .


_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
B1 B2 1.696(10) 2_665 ?
B1 B2 1.696(10) 3_655 ?
B1 B2 1.696(10) 4_565 ?
B1 B2 1.696(10) . ?
B1 B3 1.723(10) . ?
B1 B3 1.723(10) 2_665 ?
B1 B3 1.723(10) 4_565 ?
B1 B3 1.723(10) 3_655 ?
B2 B3 1.096(12) 3_655 ?
B2 B3 1.164(13) . ?
B2 B5 1.582(15) . ?
B2 B4 1.628(15) 3_655 ?
B2 B2 2.072(12) 3_655 ?
B2 B2 2.072(12) 4_565 ?
B3 B4 1.554(14) . ?
B3 B5 1.626(16) . ?
B3 B3 2.104(12) 4_565 ?
B3 B3 2.104(12) 3_655 ?
B4 B5 1.114(13) . ?
B4 B5 1.140(13) 4_565 ?
B4 B6' 1.766(11) . ?
B4 B4 2.086(13) 3_655 ?
B4 B4 2.086(13) 4_565 ?
B5 B6' 1.762(10) . ?
B5 B5 2.079(12) 4_565 ?
B5 B5 2.079(12) 3_655 ?
C1 N1 1.358(7) . ?
C1 C2 1.352(10) . ?
C1 H1A 0.9500 . ?
C2 C3 1.396(8) . ?
C2 H2A 0.9500 . ?
C3 C4 1.358(9) . ?
C3 N2 1.428(4) . ?
C4 C5 1.403(9) . ?
C4 H4A 0.9500 . ?
C5 N1 1.333(7) . ?
C5 H5A 0.9500 . ?
N1 Cu1 2.000(3) . ?
B6' B6 0.519(13) . ?
C1' C2' 1.350(9) . ?
C1' N1' 1.366(7) . ?
C1' H1'A 0.9500 . ?
C2' C3' 1.395(8) . ?
C2' H2'A 0.9500 . ?
C3' C4' 1.371(8) . ?
C3' N2 1.428(4) . ?
C4' C5' 1.394(9) . ?
C4' H4'A 0.9500 . ?
C5' N1' 1.344(7) . ?
C5' H5'A 0.9500 . ?
N1' Cu1 2.000(3) . ?
Cu1 B6 2.806(12) . ?
N2 N2 1.283(6) 5_666 ?

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
B2 B1 B2 75.3(4) 2_665 3_655 ?
B2 B1 B2 75.3(4) 2_665 4_565 ?
B2 B1 B2 119.5(8) 3_655 4_565 ?
B2 B1 B2 119.5(8) 2_665 . ?
B2 B1 B2 75.3(4) 3_655 . ?
B2 B1 B2 75.3(4) 4_565 . ?
B2 B1 B3 105.1(5) 2_665 . ?
B2 B1 B3 106.6(6) 3_655 . ?
B2 B1 B3 37.4(4) 4_565 . ?
B2 B1 B3 39.8(4) . . ?
B2 B1 B3 39.8(4) 2_665 2_665 ?
B2 B1 B3 37.4(4) 3_655 2_665 ?
B2 B1 B3 106.6(6) 4_565 2_665 ?
B2 B1 B3 105.1(5) . 2_665 ?
B3 B1 B3 119.4(8) . 2_665 ?
B2 B1 B3 37.4(4) 2_665 4_565 ?
B2 B1 B3 105.1(5) 3_655 4_565 ?
B2 B1 B3 39.8(4) 4_565 4_565 ?
B2 B1 B3 106.6(6) . 4_565 ?
B3 B1 B3 75.3(3) . 4_565 ?
B3 B1 B3 75.3(3) 2_665 4_565 ?
B2 B1 B3 106.6(6) 2_665 3_655 ?
B2 B1 B3 39.8(4) 3_655 3_655 ?
B2 B1 B3 105.1(5) 4_565 3_655 ?
B2 B1 B3 37.4(4) . 3_655 ?
B3 B1 B3 75.3(3) . 3_655 ?
B3 B1 B3 75.3(3) 2_665 3_655 ?
B3 B1 B3 119.4(8) 4_565 3_655 ?
B3 B2 B3 137.1(13) 3_655 . ?
B3 B2 B5 105.6(11) 3_655 . ?
B3 B2 B5 70.7(11) . . ?
B3 B2 B4 66.2(10) 3_655 3_655 ?
B3 B2 B4 108.5(10) . 3_655 ?
B5 B2 B4 41.6(5) . 3_655 ?
B3 B2 B1 72.6(7) 3_655 . ?
B3 B2 B1 71.3(7) . . ?
B5 B2 B1 115.4(8) . . ?
B4 B2 B1 113.1(8) 3_655 . ?
B3 B2 B2 24.3(7) 3_655 3_655 ?
B3 B2 B2 112.8(7) . 3_655 ?
B5 B2 B2 100.9(5) . 3_655 ?
B4 B2 B2 70.7(9) 3_655 3_655 ?
B1 B2 B2 52.35(18) . 3_655 ?
B3 B2 B2 114.3(7) 3_655 4_565 ?
B3 B2 B2 22.8(7) . 4_565 ?
B5 B2 B2 74.6(9) . 4_565 ?
B4 B2 B2 102.5(5) 3_655 4_565 ?
B1 B2 B2 52.35(18) . 4_565 ?
B2 B2 B2 89.999(1) 3_655 4_565 ?
B2 B3 B2 132.9(13) 4_565 . ?
B2 B3 B4 73.5(11) 4_565 . ?
B2 B3 B4 105.1(11) . . ?
B2 B3 B5 109.8(10) 4_565 . ?
B2 B3 B5 66.7(11) . . ?
B4 B3 B5 40.9(5) . . ?
B2 B3 B1 70.0(7) 4_565 . ?
B2 B3 B1 68.9(7) . . ?
B4 B3 B1 115.6(7) . . ?
B5 B3 B1 111.7(8) . . ?
B2 B3 B3 22.1(7) 4_565 4_565 ?
B2 B3 B3 110.8(7) . 4_565 ?
B4 B3 B3 75.5(9) . 4_565 ?
B5 B3 B3 102.1(4) . 4_565 ?
B1 B3 B3 52.37(17) . 4_565 ?
B2 B3 B3 112.1(7) 4_565 3_655 ?
B2 B3 B3 20.8(7) . 3_655 ?
B4 B3 B3 99.8(6) . 3_655 ?
B5 B3 B3 69.2(9) . 3_655 ?
B1 B3 B3 52.37(17) . 3_655 ?
B3 B3 B3 90.002(4) 4_565 3_655 ?
B5 B4 B5 134.6(14) . 4_565 ?
B5 B4 B3 73.0(12) . . ?
B5 B4 B3 105.2(11) 4_565 . ?
B5 B4 B2 108.7(11) . 4_565 ?
B5 B4 B2 67.1(11) 4_565 4_565 ?
B3 B4 B2 40.2(5) . 4_565 ?
B5 B4 B6' 71.4(8) . . ?
B5 B4 B6' 70.9(7) 4_565 . ?
B3 B4 B6' 119.4(8) . . ?
B2 B4 B6' 115.3(8) 4_565 . ?
B5 B4 B4 22.6(7) . 3_655 ?
B5 B4 B4 112.0(7) 4_565 3_655 ?
B3 B4 B4 76.1(9) . 3_655 ?
B2 B4 B4 101.9(5) 4_565 3_655 ?
B6' B4 B4 53.81(19) . 3_655 ?
B5 B4 B4 112.6(7) . 4_565 ?
B5 B4 B4 22.0(7) 4_565 4_565 ?
B3 B4 B4 100.6(5) . 4_565 ?
B2 B4 B4 70.3(9) 4_565 4_565 ?
B4 B4 B4 90.001(3) 3_655 4_565 ?
B4 B5 B4 135.4(14) . 3_655 ?
B4 B5 B2 105.9(11) . . ?
B4 B5 B2 71.3(11) 3_655 . ?
B4 B5 B3 66.1(11) . . ?
B4 B5 B3 109.9(10) 3_655 . ?
B2 B5 B3 42.5(5) . . ?
B4 B5 B6' 71.8(8) . . ?
B4 B5 B6' 71.4(7) 3_655 . ?
B2 B5 B6' 118.1(8) . . ?
B3 B5 B6' 115.6(8) . . ?
B4 B5 B5 23.0(7) . 4_565 ?
B4 B5 B5 112.4(7) 3_655 4_565 ?
B2 B5 B5 100.6(5) . 4_565 ?
B3 B5 B5 69.9(9) . 4_565 ?
B4 B5 B5 113.0(7) . 3_655 ?
B4 B5 B5 22.4(7) 3_655 3_655 ?
B2 B5 B5 74.4(9) . 3_655 ?
B3 B5 B5 103.1(4) . 3_655 ?
B6' B5 B5 53.84(19) . 3_655 ?
B5 B5 B5 90.002(2) 4_565 3_655 ?
N1 C1 C2 123.3(6) . . ?
N1 C1 H1A 118.4 . . ?
C2 C1 H1A 118.4 . . ?
C1 C2 C3 117.3(6) . . ?
C1 C2 H2A 121.4 . . ?
C3 C2 H2A 121.4 . . ?
C4 C3 C2 120.6(5) . . ?
C4 C3 N2 118.0(4) . . ?
C2 C3 N2 121.3(4) . . ?
C3 C4 C5 119.0(6) . . ?
C3 C4 H4A 120.5 . . ?
C5 C4 H4A 120.5 . . ?
N1 C5 C4 120.5(6) . . ?
N1 C5 H5A 119.7 . . ?
C4 C5 H5A 119.7 . . ?
C5 N1 C1 119.2(4) . . ?
C5 N1 Cu1 120.6(3) . . ?
C1 N1 Cu1 120.2(3) . . ?
B6 B6' B4 123.4(4) . . ?
B6 B6' B4 123.4(4) . 3_655 ?
B4 B6' B4 72.4(4) . 3_655 ?
B6 B6' B4 123.4(4) . 4_565 ?
B4 B6' B4 72.4(4) . 4_565 ?
B4 B6' B4 113.2(8) 3_655 4_565 ?
B6 B6' B4 123.4(4) . 2_665 ?
B4 B6' B4 113.2(8) . 2_665 ?
B4 B6' B4 72.4(4) 3_655 2_665 ?
B4 B6' B4 72.4(4) 4_565 2_665 ?
B6 B6' B5 123.4(4) . . ?
B4 B6' B5 36.8(4) . . ?
B4 B6' B5 37.7(4) 3_655 . ?
B4 B6' B5 100.6(6) 4_565 . ?
B4 B6' B5 101.2(6) 2_665 . ?
B6 B6' B5 123.4(4) . 4_565 ?
B4 B6' B5 37.7(4) . 4_565 ?
B4 B6' B5 101.2(6) 3_655 4_565 ?
B4 B6' B5 36.8(4) 4_565 4_565 ?
B4 B6' B5 100.6(6) 2_665 4_565 ?
B5 B6' B5 72.3(4) . 4_565 ?
B6 B6' B5 123.4(4) . 3_655 ?
B4 B6' B5 100.6(6) . 3_655 ?
B4 B6' B5 36.8(4) 3_655 3_655 ?
B4 B6' B5 101.2(6) 4_565 3_655 ?
B4 B6' B5 37.7(4) 2_665 3_655 ?
B5 B6' B5 72.3(4) . 3_655 ?
B5 B6' B5 113.1(8) 4_565 3_655 ?
B6 B6' B5 123.4(4) . 2_665 ?
B4 B6' B5 101.2(6) . 2_665 ?
B4 B6' B5 100.6(6) 3_655 2_665 ?
B4 B6' B5 37.7(4) 4_565 2_665 ?
B4 B6' B5 36.8(4) 2_665 2_665 ?
B5 B6' B5 113.1(8) . 2_665 ?
B5 B6' B5 72.3(4) 4_565 2_665 ?
B5 B6' B5 72.3(4) 3_655 2_665 ?
C2' C1' N1' 123.9(6) . . ?
C2' C1' H1'A 118.0 . . ?
N1' C1' H1'A 118.0 . . ?
C1' C2' C3' 116.6(6) . . ?
C1' C2' H2'A 121.7 . . ?
C3' C2' H2'A 121.7 . . ?
C4' C3' C2' 121.8(5) . . ?
C4' C3' N2 117.3(4) . . ?
C2' C3' N2 120.8(4) . . ?
C3' C4' C5' 117.7(6) . . ?
C3' C4' H4'A 121.2 . . ?
C5' C4' H4'A 121.2 . . ?
N1' C5' C4' 121.7(6) . . ?
N1' C5' H5'A 119.1 . . ?
C4' C5' H5'A 119.1 . . ?
C5' N1' C1' 118.2(5) . . ?
C5' N1' Cu1 121.4(3) . . ?
C1' N1' Cu1 120.5(3) . . ?
N1 Cu1 N1 89.988(3) 2_665 4_565 ?
N1 Cu1 N1 89.988(3) 2_665 3_655 ?
N1 Cu1 N1 178.35(15) 4_565 3_655 ?
N1 Cu1 N1 178.35(15) 2_665 . ?
N1 Cu1 N1 89.989(3) 4_565 . ?
N1 Cu1 N1 89.987(3) 3_655 . ?
N1 Cu1 B6 89.18(8) 2_665 . ?
N1 Cu1 B6 89.18(8) 4_565 . ?
N1 Cu1 B6 89.18(8) 3_655 . ?
N1' Cu1 B6 89.18(8) . . ?
N1 Cu1 B6 89.18(8) . . ?
N2 N2 C3 112.5(4) 5_666 . ?
N2 N2 C3' 112.5(4) 5_666 . ?
B6' B6 Cu1 180.0 . . ?

_refine_diff_density_max         1.147
_refine_diff_density_min         -0.388
_refine_diff_density_rms         0.089



####################################################################### 
# 
# 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_zybb8_0m_sq
_database_code_depnum_ccdc_archive 'CCDC 1979961'
loop_
_audit_author_name
_audit_author_address
'Yue Zhao'
;Nanjing University
China
;
_audit_update_record             
;
2020-01-26 deposited with the CCDC.	2020-03-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H28 B12 Cu N8'
_chemical_formula_weight         573.76

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0070 0.0029 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -2.7974 3.6876 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0241 0.0134 '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'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   28.360(3)
_cell_length_b                   16.0571(15)
_cell_length_c                   20.1217(19)
_cell_angle_alpha                90
_cell_angle_beta                 134.052(4)
_cell_angle_gamma                90
_cell_volume                     6585.5(11)
_cell_formula_units_Z            8
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    7643
_cell_measurement_theta_min      3.05
_cell_measurement_theta_max      56.90

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.157
_exptl_crystal_F_000             2344
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    3.695
_shelx_estimated_absorpt_T_min   0.525
_shelx_estimated_absorpt_T_max   0.525
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2026
_exptl_absorpt_correction_T_max  0.3704
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     1.34139
_diffrn_radiation_type           GaK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'BRUKER D8 VENTURE PHOTON II'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24884
_diffrn_reflns_av_unetI/netI     0.1335
_diffrn_reflns_av_R_equivalents  0.09
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.048
_diffrn_reflns_theta_max         52.982
_diffrn_reflns_theta_full        52.982
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             24884
_reflns_number_gt                15416
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Structure factors included contributions from the .fab file.
 
 _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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0810P)²+91.5696P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         24884
_refine_ls_number_parameters     371
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1500
_refine_ls_R_factor_gt           0.1116
_refine_ls_wR_factor_ref         0.3138
_refine_ls_wR_factor_gt          0.2910
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.078
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.19932(5) 0.49937(7) 0.07229(7) 0.0234(4) Uani 1 1 d . . . . .
B1 B 0.1582(5) 0.4245(7) 0.3227(7) 0.036(3) Uani 1 1 d . . . . .
H1 H 0.131641 0.373959 0.324100 0.043 Uiso 1 1 calc R U . . .
B10 B 0.1515(5) 0.5746(7) 0.2390(8) 0.038(3) Uani 1 1 d . . . . .
H10 H 0.120279 0.623277 0.184066 0.045 Uiso 1 1 calc R U . . .
B11 B 0.1948(4) 0.4994(6) 0.2353(7) 0.028(2) Uani 1 1 d . . . . .
H11 H 0.192625 0.498757 0.177602 0.033 Uiso 1 1 calc R U . . .
B12 B 0.2382(5) 0.5773(7) 0.3197(7) 0.036(3) Uani 1 1 d . . . . .
H12 H 0.264722 0.628284 0.318883 0.043 Uiso 1 1 calc R U . . .
B9 B 0.1978(5) 0.5956(7) 0.3574(7) 0.034(3) Uani 1 1 d . . . . .
H9 H 0.197439 0.658341 0.381491 0.040 Uiso 1 1 calc R U . . .
B8 B 0.2697(5) 0.5318(8) 0.4248(8) 0.046(3) Uani 1 1 d . . . . .
H8 H 0.317453 0.552268 0.493799 0.055 Uiso 1 1 calc R U . . .
B7 B 0.2675(5) 0.4723(7) 0.3478(7) 0.040(3) Uani 1 1 d . . . . .
H7 H 0.312906 0.453430 0.364759 0.048 Uiso 1 1 calc R U . . .
B6 B 0.1976(5) 0.4069(7) 0.2850(8) 0.039(3) Uani 1 1 d . . . . .
H6 H 0.196810 0.343863 0.260429 0.047 Uiso 1 1 calc R U . . .
B5 B 0.1267(5) 0.4675(8) 0.2173(7) 0.038(3) Uani 1 1 d . . . . .
H5 H 0.079632 0.445221 0.148628 0.046 Uiso 1 1 calc R U . . .
B4 B 0.1298(5) 0.5296(8) 0.2944(7) 0.039(3) Uani 1 1 d . . . . .
H4 H 0.084062 0.548689 0.276389 0.047 Uiso 1 1 calc R U . . .
B3 B 0.2455(5) 0.4271(7) 0.4039(8) 0.039(3) Uani 1 1 d . . . . .
H3 H 0.276651 0.378230 0.458588 0.047 Uiso 1 1 calc R U . . .
B2 B 0.2027(4) 0.5044(6) 0.4082(6) 0.026(2) Uani 1 1 d . . . . .
H2 H 0.205594 0.506819 0.466576 0.031 Uiso 1 1 calc R U . . .
N1_1 N 0.6297(3) 0.0900(4) 0.5045(5) 0.0262(17) Uani 1 1 d . . . . .
C1_1 C 0.6262(4) 0.1442(6) 0.4484(6) 0.033(2) Uani 1 1 d . . . . .
H1_1 H 0.661042 0.145908 0.451328 0.040 Uiso 1 1 calc R U . . .
N2_1 N 0.4680(3) 0.2461(5) 0.3167(5) 0.039(2) Uani 1 1 d . . . . .
C2_1 C 0.5737(4) 0.1956(6) 0.3888(6) 0.037(2) Uani 1 1 d . . . . .
H2_1 H 0.572086 0.232180 0.350112 0.045 Uiso 1 1 calc R U . . .
N3_1 N 0.4355(3) 0.2614(5) 0.3350(5) 0.0360(19) Uani 1 1 d . . . . .
C3_1 C 0.5241(4) 0.1950(6) 0.3843(6) 0.034(2) Uani 1 1 d . . . . .
N4_1 N 0.2705(3) 0.4133(4) 0.1431(4) 0.0241(16) Uani 1 1 d . . . . .
C5_1 C 0.5814(4) 0.0897(5) 0.4998(6) 0.029(2) Uani 1 1 d . . . . .
H5_1 H 0.583966 0.052501 0.538891 0.035 Uiso 1 1 calc R U . . .
C6_1 C 0.3787(4) 0.3121(6) 0.2636(6) 0.029(2) Uani 1 1 d . . . . .
C7_1 C 0.3748(4) 0.3673(6) 0.2071(6) 0.035(2) Uani 1 1 d . . . . .
H7_1 H 0.409371 0.370797 0.209515 0.042 Uiso 1 1 calc R U . . .
C8_1 C 0.3211(4) 0.4161(6) 0.1485(6) 0.038(2) Uani 1 1 d . . . . .
H8_1 H 0.318487 0.453693 0.109678 0.046 Uiso 1 1 calc R U . . .
C9_1 C 0.2724(4) 0.3596(6) 0.1935(6) 0.032(2) Uani 1 1 d . . . . .
H9_1 H 0.235844 0.355631 0.186837 0.038 Uiso 1 1 calc R U . . .
C10_1 C 0.3270(4) 0.3073(6) 0.2576(6) 0.037(2) Uani 1 1 d . . . . .
H10_1 H 0.328318 0.270002 0.295540 0.045 Uiso 1 1 calc R U . . .
C4_1 C 0.5268(4) 0.1402(6) 0.4412(6) 0.036(2) Uani 1 1 d . . . . .
H4_1 H 0.492521 0.137919 0.439454 0.043 Uiso 1 1 calc R U . . .
N1_2 N 0.6288(3) 0.9129(4) 0.5005(4) 0.0247(17) Uani 1 1 d . . . . .
C1_2 C 0.5770(4) 0.9189(6) 0.4085(6) 0.032(2) Uani 1 1 d . . . . .
H1_2 H 0.578015 0.959920 0.375405 0.038 Uiso 1 1 calc R U . . .
N2_2 N 0.4666(3) 0.7557(5) 0.3662(5) 0.039(2) Uani 1 1 d . . . . .
C2_2 C 0.5227(4) 0.8681(6) 0.3602(6) 0.031(2) Uani 1 1 d . . . . .
H2_2 H 0.486424 0.874729 0.295452 0.037 Uiso 1 1 calc R U . . .
N3_2 N 0.4348(3) 0.7422(5) 0.2840(5) 0.0358(19) Uani 1 1 d . . . . .
C3_2 C 0.5223(4) 0.8070(6) 0.4086(6) 0.029(2) Uani 1 1 d . . . . .
N4_2 N 0.2697(3) 0.5873(4) 0.1423(5) 0.0248(16) Uani 1 1 d . . . . .
C5_2 C 0.6266(4) 0.8517(6) 0.5456(6) 0.033(2) Uani 1 1 d . . . . .
H5_2 H 0.663634 0.844389 0.609981 0.040 Uiso 1 1 calc R U . . .
C6_2 C 0.3777(4) 0.6893(5) 0.2402(6) 0.030(2) Uani 1 1 d . . . . .
C7_2 C 0.3705(4) 0.6357(6) 0.2869(6) 0.036(2) Uani 1 1 d . . . . .
H7_2 H 0.402463 0.633708 0.352499 0.043 Uiso 1 1 calc R U . . .
C8_2 C 0.3174(4) 0.5873(6) 0.2371(6) 0.031(2) Uani 1 1 d . . . . .
H8_2 H 0.312416 0.550799 0.268960 0.037 Uiso 1 1 calc R U . . .
C9_2 C 0.2751(4) 0.6391(5) 0.0984(6) 0.031(2) Uani 1 1 d . . . . .
H9_2 H 0.241137 0.641129 0.032816 0.037 Uiso 1 1 calc R U . . .
C10_2 C 0.3302(4) 0.6929(6) 0.1451(6) 0.038(2) Uani 1 1 d . . . . .
H10_2 H 0.333947 0.729708 0.111997 0.046 Uiso 1 1 calc R U . . .
C4_2 C 0.5746(4) 0.8013(6) 0.5032(6) 0.036(2) Uani 1 1 d . . . . .
H4_2 H 0.573772 0.762270 0.537926 0.043 Uiso 1 1 calc R U . . .


_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
Cu1 N4_1 2.005(7) . ?
Cu1 N4_2 2.013(7) . ?
Cu1 N1_2 2.014(7) 8_465 ?
Cu1 N1_1 2.018(7) 8_455 ?
B1 B6 1.755(15) . ?
B1 B5 1.773(15) . ?
B1 B3 1.783(15) . ?
B1 B2 1.783(14) . ?
B1 B4 1.785(16) . ?
B1 H1 1.1200 . ?
B10 B4 1.759(15) . ?
B10 B11 1.761(14) . ?
B10 B12 1.771(15) . ?
B10 B9 1.779(15) . ?
B10 B5 1.793(17) . ?
B10 H10 1.1200 . ?
B11 B12 1.748(14) . ?
B11 B7 1.753(14) . ?
B11 B6 1.761(15) . ?
B11 B5 1.772(14) . ?
B11 H11 1.1200 . ?
B12 B8 1.781(16) . ?
B12 B9 1.786(15) . ?
B12 B7 1.788(16) . ?
B12 H12 1.1200 . ?
B9 B2 1.735(15) . ?
B9 B4 1.745(16) . ?
B9 B8 1.791(16) . ?
B9 H9 1.1200 . ?
B8 B2 1.743(15) . ?
B8 B3 1.754(17) . ?
B8 B7 1.784(16) . ?
B8 H8 1.1200 . ?
B7 B6 1.775(16) . ?
B7 B3 1.782(16) . ?
B7 H7 1.1200 . ?
B6 B5 1.742(16) . ?
B6 B3 1.776(15) . ?
B6 H6 1.1200 . ?
B5 B4 1.796(16) . ?
B5 H5 1.1200 . ?
B4 B2 1.760(14) . ?
B4 H4 1.1200 . ?
B3 B2 1.780(14) . ?
B3 H3 1.1200 . ?
B2 H2 1.1200 . ?
N1_1 C5_1 1.305(9) . ?
N1_1 C1_1 1.372(10) . ?
C1_1 C2_1 1.361(11) . ?
C1_1 H1_1 0.9500 . ?
N2_1 N3_1 1.235(9) . ?
N2_1 C3_1 1.429(10) . ?
C2_1 C3_1 1.347(11) . ?
C2_1 H2_1 0.9500 . ?
N3_1 C6_1 1.451(10) . ?
C3_1 C4_1 1.401(12) . ?
N4_1 C9_1 1.303(10) . ?
N4_1 C8_1 1.361(10) . ?
C5_1 C4_1 1.381(11) . ?
C5_1 H5_1 0.9500 . ?
C6_1 C7_1 1.383(11) . ?
C6_1 C10_1 1.387(11) . ?
C7_1 C8_1 1.352(11) . ?
C7_1 H7_1 0.9500 . ?
C8_1 H8_1 0.9500 . ?
C9_1 C10_1 1.411(11) . ?
C9_1 H9_1 0.9500 . ?
C10_1 H10_1 0.9500 . ?
C4_1 H4_1 0.9500 . ?
N1_2 C1_2 1.346(9) . ?
N1_2 C5_2 1.368(10) . ?
C1_2 C2_2 1.380(11) . ?
C1_2 H1_2 0.9500 . ?
N2_2 N3_2 1.234(9) . ?
N2_2 C3_2 1.426(10) . ?
C2_2 C3_2 1.387(11) . ?
C2_2 H2_2 0.9500 . ?
N3_2 C6_2 1.461(10) . ?
C3_2 C4_2 1.381(11) . ?
N4_2 C9_2 1.298(10) . ?
N4_2 C8_2 1.370(10) . ?
C5_2 C4_2 1.345(11) . ?
C5_2 H5_2 0.9500 . ?
C6_2 C10_2 1.376(11) . ?
C6_2 C7_2 1.391(11) . ?
C7_2 C8_2 1.332(11) . ?
C7_2 H7_2 0.9500 . ?
C8_2 H8_2 0.9500 . ?
C9_2 C10_2 1.425(11) . ?
C9_2 H9_2 0.9500 . ?
C10_2 H10_2 0.9500 . ?
C4_2 H4_2 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
N4_1 Cu1 N4_2 88.2(3) . . ?
N4_1 Cu1 N1_2 178.8(3) . 8_465 ?
N4_2 Cu1 N1_2 91.0(2) . 8_465 ?
N4_1 Cu1 N1_1 91.0(3) . 8_455 ?
N4_2 Cu1 N1_1 178.8(3) . 8_455 ?
N1_2 Cu1 N1_1 89.8(3) 8_465 8_455 ?
B6 B1 B5 59.1(6) . . ?
B6 B1 B3 60.3(6) . . ?
B5 B1 B3 108.1(7) . . ?
B6 B1 B2 107.2(8) . . ?
B5 B1 B2 107.7(8) . . ?
B3 B1 B2 59.9(6) . . ?
B6 B1 B4 107.2(8) . . ?
B5 B1 B4 60.6(6) . . ?
B3 B1 B4 107.5(8) . . ?
B2 B1 B4 59.1(6) . . ?
B6 B1 H1 122.3 . . ?
B5 B1 H1 121.7 . . ?
B3 B1 H1 121.6 . . ?
B2 B1 H1 122.3 . . ?
B4 B1 H1 122.1 . . ?
B4 B10 B11 107.8(8) . . ?
B4 B10 B12 107.6(7) . . ?
B11 B10 B12 59.3(6) . . ?
B4 B10 B9 59.1(6) . . ?
B11 B10 B9 107.4(7) . . ?
B12 B10 B9 60.4(6) . . ?
B4 B10 B5 60.7(6) . . ?
B11 B10 B5 59.8(6) . . ?
B12 B10 B5 107.8(7) . . ?
B9 B10 B5 107.9(7) . . ?
B4 B10 H10 121.9 . . ?
B11 B10 H10 122.2 . . ?
B12 B10 H10 121.9 . . ?
B9 B10 H10 122.0 . . ?
B5 B10 H10 121.5 . . ?
B12 B11 B7 61.4(6) . . ?
B12 B11 B6 109.2(7) . . ?
B7 B11 B6 60.7(6) . . ?
B12 B11 B10 60.6(6) . . ?
B7 B11 B10 110.2(7) . . ?
B6 B11 B10 108.2(7) . . ?
B12 B11 B5 109.7(7) . . ?
B7 B11 B5 109.2(7) . . ?
B6 B11 B5 59.1(6) . . ?
B10 B11 B5 61.0(6) . . ?
B12 B11 H11 120.5 . . ?
B7 B11 H11 120.2 . . ?
B6 B11 H11 122.0 . . ?
B10 B11 H11 120.9 . . ?
B5 B11 H11 121.2 . . ?
B11 B12 B10 60.0(6) . . ?
B11 B12 B8 107.0(8) . . ?
B10 B12 B8 108.0(7) . . ?
B11 B12 B9 107.7(7) . . ?
B10 B12 B9 60.0(6) . . ?
B8 B12 B9 60.3(6) . . ?
B11 B12 B7 59.4(6) . . ?
B10 B12 B7 108.1(7) . . ?
B8 B12 B7 60.0(6) . . ?
B9 B12 B7 108.5(7) . . ?
B11 B12 H12 122.4 . . ?
B10 B12 H12 121.5 . . ?
B8 B12 H12 121.9 . . ?
B9 B12 H12 121.5 . . ?
B7 B12 H12 121.6 . . ?
B2 B9 B4 60.7(6) . . ?
B2 B9 B10 108.1(8) . . ?
B4 B9 B10 59.9(6) . . ?
B2 B9 B12 107.3(7) . . ?
B4 B9 B12 107.6(7) . . ?
B10 B9 B12 59.6(6) . . ?
B2 B9 B8 59.2(6) . . ?
B4 B9 B8 107.7(8) . . ?
B10 B9 B8 107.2(7) . . ?
B12 B9 B8 59.7(6) . . ?
B2 B9 H9 121.7 . . ?
B4 B9 H9 121.5 . . ?
B10 B9 H9 122.0 . . ?
B12 B9 H9 122.2 . . ?
B8 B9 H9 122.3 . . ?
B2 B8 B3 61.2(6) . . ?
B2 B8 B12 107.2(7) . . ?
B3 B8 B12 108.6(8) . . ?
B2 B8 B7 108.9(8) . . ?
B3 B8 B7 60.5(7) . . ?
B12 B8 B7 60.2(6) . . ?
B2 B8 B9 58.8(6) . . ?
B3 B8 B9 108.5(8) . . ?
B12 B8 B9 60.0(6) . . ?
B7 B8 B9 108.4(8) . . ?
B2 B8 H8 121.9 . . ?
B3 B8 H8 120.8 . . ?
B12 B8 H8 121.9 . . ?
B7 B8 H8 121.1 . . ?
B9 B8 H8 122.0 . . ?
B11 B7 B6 59.9(6) . . ?
B11 B7 B3 107.6(7) . . ?
B6 B7 B3 59.9(6) . . ?
B11 B7 B8 106.7(7) . . ?
B6 B7 B8 106.4(8) . . ?
B3 B7 B8 59.0(7) . . ?
B11 B7 B12 59.2(6) . . ?
B6 B7 B12 106.8(7) . . ?
B3 B7 B12 107.1(7) . . ?
B8 B7 B12 59.8(6) . . ?
B11 B7 H7 122.2 . . ?
B6 B7 H7 122.4 . . ?
B3 B7 H7 122.1 . . ?
B8 B7 H7 122.8 . . ?
B12 B7 H7 122.4 . . ?
B5 B6 B1 60.9(6) . . ?
B5 B6 B11 60.8(6) . . ?
B1 B6 B11 108.6(8) . . ?
B5 B6 B7 109.6(8) . . ?
B1 B6 B7 109.2(8) . . ?
B11 B6 B7 59.4(6) . . ?
B5 B6 B3 109.8(8) . . ?
B1 B6 B3 60.6(6) . . ?
B11 B6 B3 107.5(8) . . ?
B7 B6 B3 60.2(6) . . ?
B5 B6 H6 120.1 . . ?
B1 B6 H6 120.9 . . ?
B11 B6 H6 122.1 . . ?
B7 B6 H6 121.2 . . ?
B3 B6 H6 121.4 . . ?
B6 B5 B11 60.1(6) . . ?
B6 B5 B1 59.9(6) . . ?
B11 B5 B1 107.3(7) . . ?
B6 B5 B10 107.6(7) . . ?
B11 B5 B10 59.2(6) . . ?
B1 B5 B10 107.2(7) . . ?
B6 B5 B4 107.3(7) . . ?
B11 B5 B4 105.7(7) . . ?
B1 B5 B4 60.0(6) . . ?
B10 B5 B4 58.7(6) . . ?
B6 B5 H5 121.6 . . ?
B11 B5 H5 122.7 . . ?
B1 B5 H5 121.8 . . ?
B10 B5 H5 122.4 . . ?
B4 B5 H5 122.9 . . ?
B9 B4 B10 61.0(6) . . ?
B9 B4 B2 59.3(6) . . ?
B10 B4 B2 107.9(7) . . ?
B9 B4 B1 108.5(7) . . ?
B10 B4 B1 108.2(7) . . ?
B2 B4 B1 60.4(6) . . ?
B9 B4 B5 109.3(7) . . ?
B10 B4 B5 60.6(6) . . ?
B2 B4 B5 107.7(7) . . ?
B1 B4 B5 59.4(6) . . ?
B9 B4 H4 121.0 . . ?
B10 B4 H4 121.3 . . ?
B2 B4 H4 122.2 . . ?
B1 B4 H4 121.7 . . ?
B5 B4 H4 121.5 . . ?
B8 B3 B6 107.6(8) . . ?
B8 B3 B2 59.1(6) . . ?
B6 B3 B2 106.5(7) . . ?
B8 B3 B7 60.6(7) . . ?
B6 B3 B7 59.9(6) . . ?
B2 B3 B7 107.3(8) . . ?
B8 B3 B1 107.8(8) . . ?
B6 B3 B1 59.1(6) . . ?
B2 B3 B1 60.1(6) . . ?
B7 B3 B1 107.7(8) . . ?
B8 B3 H3 121.7 . . ?
B6 B3 H3 122.6 . . ?
B2 B3 H3 122.6 . . ?
B7 B3 H3 121.6 . . ?
B1 B3 H3 121.9 . . ?
B9 B2 B8 62.0(6) . . ?
B9 B2 B4 59.9(6) . . ?
B8 B2 B4 109.2(7) . . ?
B9 B2 B3 109.8(7) . . ?
B8 B2 B3 59.7(6) . . ?
B4 B2 B3 108.7(7) . . ?
B9 B2 B1 109.1(7) . . ?
B8 B2 B1 108.2(7) . . ?
B4 B2 B1 60.5(6) . . ?
B3 B2 B1 60.0(6) . . ?
B9 B2 H2 120.4 . . ?
B8 B2 H2 121.0 . . ?
B4 B2 H2 121.3 . . ?
B3 B2 H2 121.3 . . ?
B1 B2 H2 121.6 . . ?
C5_1 N1_1 C1_1 118.0(7) . . ?
C5_1 N1_1 Cu1 122.0(6) . 8_556 ?
C1_1 N1_1 Cu1 119.0(5) . 8_556 ?
C2_1 C1_1 N1_1 121.3(8) . . ?
C2_1 C1_1 H1_1 119.3 . . ?
N1_1 C1_1 H1_1 119.3 . . ?
N3_1 N2_1 C3_1 113.4(7) . . ?
C3_1 C2_1 C1_1 120.3(9) . . ?
C3_1 C2_1 H2_1 119.8 . . ?
C1_1 C2_1 H2_1 119.8 . . ?
N2_1 N3_1 C6_1 111.2(7) . . ?
C2_1 C3_1 C4_1 119.2(8) . . ?
C2_1 C3_1 N2_1 118.5(9) . . ?
C4_1 C3_1 N2_1 122.2(8) . . ?
C9_1 N4_1 C8_1 119.3(7) . . ?
C9_1 N4_1 Cu1 119.0(5) . . ?
C8_1 N4_1 Cu1 121.2(6) . . ?
N1_1 C5_1 C4_1 123.8(8) . . ?
N1_1 C5_1 H5_1 118.1 . . ?
C4_1 C5_1 H5_1 118.1 . . ?
C7_1 C6_1 C10_1 119.3(8) . . ?
C7_1 C6_1 N3_1 124.9(7) . . ?
C10_1 C6_1 N3_1 115.7(8) . . ?
C8_1 C7_1 C6_1 119.0(8) . . ?
C8_1 C7_1 H7_1 120.5 . . ?
C6_1 C7_1 H7_1 120.5 . . ?
C7_1 C8_1 N4_1 122.4(9) . . ?
C7_1 C8_1 H8_1 118.8 . . ?
N4_1 C8_1 H8_1 118.8 . . ?
N4_1 C9_1 C10_1 122.0(8) . . ?
N4_1 C9_1 H9_1 119.0 . . ?
C10_1 C9_1 H9_1 119.0 . . ?
C6_1 C10_1 C9_1 117.9(8) . . ?
C6_1 C10_1 H10_1 121.0 . . ?
C9_1 C10_1 H10_1 121.0 . . ?
C5_1 C4_1 C3_1 117.3(8) . . ?
C5_1 C4_1 H4_1 121.3 . . ?
C3_1 C4_1 H4_1 121.3 . . ?
C1_2 N1_2 C5_2 117.1(7) . . ?
C1_2 N1_2 Cu1 121.7(6) . 8_566 ?
C5_2 N1_2 Cu1 120.5(5) . 8_566 ?
N1_2 C1_2 C2_2 122.8(8) . . ?
N1_2 C1_2 H1_2 118.6 . . ?
C2_2 C1_2 H1_2 118.6 . . ?
N3_2 N2_2 C3_2 112.0(7) . . ?
C1_2 C2_2 C3_2 118.3(8) . . ?
C1_2 C2_2 H2_2 120.9 . . ?
C3_2 C2_2 H2_2 120.9 . . ?
N2_2 N3_2 C6_2 112.3(7) . . ?
C4_2 C3_2 C2_2 119.4(8) . . ?
C4_2 C3_2 N2_2 117.8(8) . . ?
C2_2 C3_2 N2_2 122.4(7) . . ?
C9_2 N4_2 C8_2 118.5(7) . . ?
C9_2 N4_2 Cu1 120.1(6) . . ?
C8_2 N4_2 Cu1 120.9(6) . . ?
C4_2 C5_2 N1_2 123.2(8) . . ?
C4_2 C5_2 H5_2 118.4 . . ?
N1_2 C5_2 H5_2 118.4 . . ?
C10_2 C6_2 C7_2 120.2(8) . . ?
C10_2 C6_2 N3_2 114.7(8) . . ?
C7_2 C6_2 N3_2 125.1(7) . . ?
C8_2 C7_2 C6_2 118.2(8) . . ?
C8_2 C7_2 H7_2 120.9 . . ?
C6_2 C7_2 H7_2 120.9 . . ?
C7_2 C8_2 N4_2 123.6(8) . . ?
C7_2 C8_2 H8_2 118.2 . . ?
N4_2 C8_2 H8_2 118.2 . . ?
N4_2 C9_2 C10_2 122.3(8) . . ?
N4_2 C9_2 H9_2 118.9 . . ?
C10_2 C9_2 H9_2 118.9 . . ?
C6_2 C10_2 C9_2 117.2(8) . . ?
C6_2 C10_2 H10_2 121.4 . . ?
C9_2 C10_2 H10_2 121.4 . . ?
C5_2 C4_2 C3_2 119.1(9) . . ?
C5_2 C4_2 H4_2 120.4 . . ?
C3_2 C4_2 H4_2 120.4 . . ?

_refine_diff_density_max         2.553
_refine_diff_density_min         -1.076
_refine_diff_density_rms         0.140



####################################################################### 
# 
# 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_20181226zh_zju_b12h12_2cu_0m_a_sq
_database_code_depnum_ccdc_archive 'CCDC 1917556'
loop_
_audit_author_name
_audit_author_address
'Yue Zhao'
;Nanjing University
China
;
_audit_update_record             
;
2019-05-21 deposited with the CCDC.	2020-03-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C6 H7 B3 Cu0.25 N'
_chemical_formula_weight         141.44

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 '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 0.0070 0.0029 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -2.7974 3.6876 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           83
_space_group_name_H-M_alt        'P 4/m'
_space_group_name_Hall           '-P 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.
;

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

_cell_length_a                   13.6129(6)
_cell_length_b                   13.6129(6)
_cell_length_c                   10.0610(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1864.4(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    253(2)
_cell_measurement_reflns_used    9920
_cell_measurement_theta_min      5.53
_cell_measurement_theta_max      54.19

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    0.504
_exptl_crystal_F_000             289
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.160
_exptl_absorpt_coefficient_mu    1.620
_shelx_estimated_absorpt_T_min   0.717
_shelx_estimated_absorpt_T_max   0.782
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      253(2)
_diffrn_radiation_wavelength     1.34139
_diffrn_radiation_type           GaK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21831
_diffrn_reflns_av_unetI/netI     0.0318
_diffrn_reflns_av_R_equivalents  0.0726
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         5.534
_diffrn_reflns_theta_max         53.495
_diffrn_reflns_theta_full        53.495
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.987
_reflns_number_total             1769
_reflns_number_gt                1714
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1495P)²+0.0057P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1769
_refine_ls_number_parameters     88
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0477
_refine_ls_R_factor_gt           0.0467
_refine_ls_wR_factor_ref         0.1607
_refine_ls_wR_factor_gt          0.1596
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_restrained_S_all      1.014
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B1 B 0.6017(5) 0.5438(8) 0.9239(5) 0.0541(12) Uani 0.45 1 d . U P . .
H1A H 0.676271 0.582124 0.872261 0.065 Uiso 0.45 1 d R U P A .
B2' B 0.5122(9) 0.6110(5) 0.9253(5) 0.0466(12) Uani 0.4 1 d . U P A 2
H2A H 0.553739 0.694450 0.885830 0.056 Uiso 0.4 1 d R U P A 2
B2 B 0.5650(8) 0.5898(7) 0.9240(6) 0.0481(13) Uani 0.4 1 d . U P A 1
H2B H 0.606045 0.663601 0.871112 0.058 Uiso 0.4 1 d R U P A 1
B3 B 0.500000 0.500000 0.8337(4) 0.0465(10) Uani 1 4 d S T P A .
H3 H 0.500000 0.500000 0.731340 0.056 Uiso 1 4 d R U P . .
C1 C 0.5467(3) 0.3022(3) 0.4049(4) 0.0480(11) Uani 0.503(4) 1 d . . P B 1
H1 H 0.579361 0.337247 0.337593 0.058 Uiso 0.503(4) 1 calc R U P B 1
C2 C 0.5487(4) 0.2015(3) 0.4021(4) 0.0589(14) Uani 0.503(4) 1 d . . P B 1
H2 H 0.582672 0.168363 0.334215 0.071 Uiso 0.503(4) 1 calc R U P B 1
C3 C 0.5000(3) 0.1489(2) 0.500000 0.0581(8) Uani 1 2 d S T P . .
C4 C 0.4997(4) 0.0431(3) 0.500000 0.0701(10) Uani 1 2 d S T P B .
C1' C 0.4534(3) 0.3021(3) 0.4046(4) 0.0475(11) Uani 0.497(4) 1 d . . P B 2
H1' H 0.421373 0.337186 0.336846 0.057 Uiso 0.497(4) 1 calc R U P B 2
C2' C 0.4506(4) 0.2016(3) 0.4024(4) 0.0571(13) Uani 0.497(4) 1 d . . P B 2
H2' H 0.415510 0.168501 0.335458 0.068 Uiso 0.497(4) 1 calc R U P B 2
Cu1 Cu 0.500000 0.500000 0.500000 0.0307(3) Uani 1 8 d S T P B .
N1 N 0.50019(15) 0.35215(14) 0.500000 0.0372(5) Uani 1 2 d S T P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
B1 B2 0.801(7) . ?
B1 B2' 0.772(7) 4_565 ?
B1 B2' 1.524(7) . ?
B1 B1 1.532(11) 6_557 ?
B1 B2 1.490(8) 4_565 ?
B1 B2' 1.702(7) 7_567 ?
B1 B2 1.728(7) 6_557 ?
B1 B3 1.759(6) . ?
B1 B2' 2.151(7) 6_557 ?
B1 H1A 1.2538 . ?
B2' B2' 1.502(11) 6_557 ?
B2' B3 1.778(6) . ?
B2' H2A 1.3301 . ?
B2 B2 1.530(12) 6_557 ?
B2 B3 1.761(6) . ?
B2 H1A 1.6043 . ?
B2 H2B 1.2666 . ?
B3 H3 1.0295 . ?
C1 N1 1.334(4) . ?
C1 C2 1.372(5) . ?
C1 C1 1.913(7) 6_556 ?
C1 H1 0.9400 . ?
C2 C3 1.386(5) . ?
C2 C2 1.971(8) 6_556 ?
C2 H2 0.9400 . ?
C3 C2' 1.390(5) 6_556 ?
C3 C2' 1.390(5) . ?
C3 C4 1.440(4) . ?
C4 C4 1.174(7) 5_656 ?
C1' N1 1.338(4) . ?
C1' C2' 1.369(5) . ?
C1' C1' 1.919(8) 6_556 ?
C1' H1' 0.9400 . ?
C2' C2' 1.965(8) 6_556 ?
C2' H2' 0.9400 . ?
Cu1 N1 2.013(2) 7_566 ?
Cu1 N1 2.013(2) 3_655 ?
Cu1 N1 2.013(2) 5_666 ?
Cu1 N1 2.013(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
B2 B1 B2' 150.8(11) . 4_565 ?
B2' B1 B2' 136.3(9) 4_565 . ?
B2 B1 B1 89.9(6) . 6_557 ?
B2' B1 B1 88.9(6) 4_565 6_557 ?
B2' B1 B1 89.4(3) . 6_557 ?
B2 B1 B2 135.2(9) . 4_565 ?
B1 B1 B2 90.0(3) 6_557 4_565 ?
B2 B1 B2' 113.3(7) . 7_567 ?
B2' B1 B2' 61.9(7) 4_565 7_567 ?
B2' B1 B2' 108.6(5) . 7_567 ?
B1 B1 B2' 27.0(2) 6_557 7_567 ?
B2 B1 B2' 64.1(3) 4_565 7_567 ?
B2 B1 B2 62.3(7) . 6_557 ?
B2' B1 B2 112.8(7) 4_565 6_557 ?
B2' B1 B2 62.8(3) . 6_557 ?
B1 B1 B2 27.6(2) 6_557 6_557 ?
B2 B1 B2 109.2(5) 4_565 6_557 ?
B2' B1 B2 52.7(3) 7_567 6_557 ?
B2 B1 B3 77.0(6) . . ?
B2' B1 B3 78.7(7) 4_565 . ?
B2' B1 B3 65.1(3) . . ?
B1 B1 B3 121.0(2) 6_557 . ?
B2 B1 B3 65.0(3) 4_565 . ?
B2' B1 B3 111.5(4) 7_567 . ?
B2 B1 B3 110.6(4) 6_557 . ?
B2 B1 B2' 46.6(6) . 6_557 ?
B2' B1 B2' 119.9(7) 4_565 6_557 ?
B2' B1 B2' 44.3(4) . 6_557 ?
B1 B1 B2' 45.13(19) 6_557 6_557 ?
B2 B1 B2' 111.1(4) 4_565 6_557 ?
B2' B1 B2' 66.6(4) 7_567 6_557 ?
B2 B1 B2' 19.4(2) 6_557 6_557 ?
B3 B1 B2' 93.5(3) . 6_557 ?
B2 B1 H1A 100.3 . . ?
B2' B1 H1A 106.6 4_565 . ?
B2' B1 H1A 113.7 . . ?
B1 B1 H1A 114.5 6_557 . ?
B2 B1 H1A 120.2 4_565 . ?
B2' B1 H1A 119.7 7_567 . ?
B2 B1 H1A 116.7 6_557 . ?
B3 B1 H1A 124.4 . . ?
B2' B1 H1A 125.0 6_557 . ?
B1 B2' B2' 91.1(6) 3_655 6_557 ?
B1 B2' B1 133.7(9) 3_655 . ?
B2' B2' B1 90.6(3) 6_557 . ?
B1 B2' B1 64.1(7) 3_655 8_657 ?
B1 B2' B1 108.8(5) . 8_657 ?
B1 B2' B3 76.1(7) 3_655 . ?
B2' B2' B3 121.3(2) 6_557 . ?
B1 B2' B3 63.9(3) . . ?
B1 B2' B3 111.0(4) 8_657 . ?
B1 B2' B1 120.2(7) 3_655 6_557 ?
B2' B2' B1 45.13(19) 6_557 6_557 ?
B1 B2' B1 45.4(4) . 6_557 ?
B1 B2' B1 66.0(3) 8_657 6_557 ?
B3 B2' B1 93.3(3) . 6_557 ?
B1 B2' H2A 123.6 3_655 . ?
B2' B2' H2A 107.4 6_557 . ?
B1 B2' H2A 99.8 . . ?
B1 B2' H2A 121.3 8_657 . ?
B3 B2' H2A 127.6 . . ?
B1 B2' H2A 109.5 6_557 . ?
B1 B2 B2 90.1(6) . 6_557 ?
B1 B2 B1 134.8(9) . 3_655 ?
B2 B2 B1 90.0(3) 6_557 3_655 ?
B1 B2 B1 62.5(6) . 6_557 ?
B2 B2 B1 27.6(2) 6_557 6_557 ?
B1 B2 B1 109.1(5) 3_655 6_557 ?
B1 B2 B3 76.7(6) . . ?
B2 B2 B3 121.0(2) 6_557 . ?
B1 B2 B3 64.9(3) 3_655 . ?
B1 B2 B3 110.5(4) 6_557 . ?
B1 B2 H1A 50.2 . . ?
B2 B2 H1A 108.9 6_557 . ?
B1 B2 H1A 160.9 3_655 . ?
B1 B2 H1A 89.5 6_557 . ?
B3 B2 H1A 105.2 . . ?
B1 B2 H2B 110.2 . . ?
B2 B2 H2B 114.8 6_557 . ?
B1 B2 H2B 110.6 3_655 . ?
B1 B2 H2B 122.2 6_557 . ?
B3 B2 H2B 123.7 . . ?
H1A B2 H2B 60.0 . . ?
B1 B3 B1 74.6(2) . 3_655 ?
B1 B3 B1 117.9(4) . 2_665 ?
B1 B3 B1 74.6(2) 3_655 2_665 ?
B1 B3 B1 74.6(2) . 4_565 ?
B1 B3 B1 117.9(4) 3_655 4_565 ?
B1 B3 B1 74.6(2) 2_665 4_565 ?
B1 B3 B2' 51.0(2) . . ?
B1 B3 B2' 25.2(2) 3_655 . ?
B1 B3 B2' 95.4(3) 2_665 . ?
B1 B3 B2' 111.7(3) 4_565 . ?
B1 B3 B2' 25.2(2) . 4_565 ?
B1 B3 B2' 95.4(3) 3_655 4_565 ?
B1 B3 B2' 111.7(3) 2_665 4_565 ?
B1 B3 B2' 51.0(2) 4_565 4_565 ?
B1 B3 B2' 95.4(3) . 2_665 ?
B1 B3 B2' 111.7(3) 3_655 2_665 ?
B1 B3 B2' 51.0(2) 2_665 2_665 ?
B1 B3 B2' 25.2(2) 4_565 2_665 ?
B1 B3 B2' 111.7(3) . 3_655 ?
B1 B3 B2' 51.0(2) 3_655 3_655 ?
B1 B3 B2' 25.2(2) 2_665 3_655 ?
B1 B3 B2' 95.4(3) 4_565 3_655 ?
B2' B3 B2' 74.4(2) . 3_655 ?
B2' B3 B2' 117.5(4) 4_565 3_655 ?
B2' B3 B2' 74.4(2) 2_665 3_655 ?
B1 B3 B2 50.1(3) . 4_565 ?
B1 B3 B2 111.4(3) 3_655 4_565 ?
B1 B3 B2 96.3(3) 2_665 4_565 ?
B1 B3 B2 26.3(2) 4_565 4_565 ?
B1 B3 B2 111.4(3) . 2_665 ?
B1 B3 B2 96.3(3) 3_655 2_665 ?
B1 B3 B2 26.3(2) 2_665 2_665 ?
B1 B3 B2 50.1(3) 4_565 2_665 ?
B2 B3 B2 74.6(2) 4_565 2_665 ?
B1 B3 B2 96.3(3) . 3_655 ?
B1 B3 B2 26.3(2) 3_655 3_655 ?
B1 B3 B2 50.1(3) 2_665 3_655 ?
B1 B3 B2 111.4(3) 4_565 3_655 ?
B2' B3 B2 50.9(2) . 3_655 ?
B2' B3 B2 111.6(3) 4_565 3_655 ?
B2' B3 B2 95.5(3) 2_665 3_655 ?
B2' B3 B2 25.3(2) 3_655 3_655 ?
B2 B3 B2 117.9(4) 4_565 3_655 ?
B2 B3 B2 74.6(2) 2_665 3_655 ?
B1 B3 B2 26.3(2) . . ?
B1 B3 B2 50.1(3) 3_655 . ?
B1 B3 B2 111.4(3) 2_665 . ?
B1 B3 B2 96.3(3) 4_565 . ?
B2 B3 B2 74.6(2) 4_565 . ?
B2 B3 B2 117.9(4) 2_665 . ?
B2 B3 B2 74.6(2) 3_655 . ?
B1 B3 H3 121.0 . . ?
B1 B3 H3 121.0 3_655 . ?
B1 B3 H3 121.0 2_665 . ?
B1 B3 H3 121.0 4_565 . ?
B2' B3 H3 121.3 . . ?
B2' B3 H3 121.3 4_565 . ?
B2' B3 H3 121.3 2_665 . ?
B2' B3 H3 121.3 3_655 . ?
B2 B3 H3 121.0 4_565 . ?
B2 B3 H3 121.0 2_665 . ?
B2 B3 H3 121.0 3_655 . ?
B2 B3 H3 121.0 . . ?
N1 C1 C2 122.3(3) . . ?
N1 C1 C1 44.18(18) . 6_556 ?
C2 C1 C1 91.2(2) . 6_556 ?
N1 C1 H1 118.9 . . ?
C2 C1 H1 118.9 . . ?
C1 C1 H1 136.1 6_556 . ?
C1 C2 C3 119.5(3) . . ?
C1 C2 C2 88.8(2) . 6_556 ?
C3 C2 C2 44.7(2) . 6_556 ?
C1 C2 H2 120.3 . . ?
C3 C2 H2 120.3 . . ?
C2 C2 H2 136.6 6_556 . ?
C2 C3 C2 90.6(4) 6_556 . ?
C2 C3 C2' 57.5(3) 6_556 6_556 ?
C2 C3 C2' 117.9(3) . 6_556 ?
C2' C3 C2' 89.9(4) 6_556 . ?
C2 C3 C4 121.2(2) 6_556 . ?
C2 C3 C4 121.2(2) . . ?
C2' C3 C4 120.9(2) 6_556 . ?
C2' C3 C4 120.9(2) . . ?
C4 C4 C3 179.4(7) 5_656 . ?
N1 C1' C2' 122.3(3) . . ?
N1 C1' C1' 44.19(18) . 6_556 ?
N1 C1' H1' 118.8 . . ?
C2' C1' H1' 118.8 . . ?
C1' C1' H1' 136.5 6_556 . ?
C1' C2' C3 119.3(3) . . ?
C3 C2' C2' 45.0(2) . 6_556 ?
C1' C2' H2' 120.3 . . ?
C3 C2' H2' 120.3 . . ?
C2' C2' H2' 135.7 6_556 . ?
N1 Cu1 N1 180.0 7_566 3_655 ?
N1 Cu1 N1 90.0 7_566 5_666 ?
N1 Cu1 N1 90.0 3_655 5_666 ?
N1 Cu1 N1 90.0 7_566 . ?
N1 Cu1 N1 90.0 3_655 . ?
N1 Cu1 N1 180.0 5_666 . ?
C1 N1 C1 91.6(4) 6_556 . ?
C1 N1 C1' 56.8(3) 6_556 6_556 ?
C1 N1 C1' 118.7(3) . 6_556 ?
C1' N1 C1' 91.6(4) 6_556 . ?
C1 N1 Cu1 120.69(18) 6_556 . ?
C1 N1 Cu1 120.68(18) . . ?
C1' N1 Cu1 120.57(18) 6_556 . ?
C1' N1 Cu1 120.57(18) . . ?

_refine_diff_density_max         0.408
_refine_diff_density_min         -0.163
_refine_diff_density_rms         0.036



####################################################################### 
# 
# 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_zju_b1_0m_a_sq
_database_code_depnum_ccdc_archive 'CCDC 1917557'
loop_
_audit_author_name
_audit_author_address
'Yue Zhao'
;Nanjing University
China
;
_audit_update_record             
;
2019-05-21 deposited with the CCDC.	2020-03-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H28 B12 Cu N4'
_chemical_formula_weight         517.72

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0070 0.0029 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -2.7974 3.6876 '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'

_space_group_crystal_system      tetragonal
_space_group_IT_number           140
_space_group_name_H-M_alt        'I 4/m c m'
_space_group_name_Hall           '-I 4 2c'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   15.6766(10)
_cell_length_b                   15.6766(10)
_cell_length_c                   20.1231(16)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4945.4(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    5283
_cell_measurement_theta_min      5.16
_cell_measurement_theta_max      56.44

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    0.695
_exptl_crystal_F_000             1060
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    2.425
_shelx_estimated_absorpt_T_min   0.643
_shelx_estimated_absorpt_T_max   0.794
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     1.34139
_diffrn_radiation_type           GaK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'BRUKER D8 VENTURE PHOTON II'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            27049
_diffrn_reflns_av_unetI/netI     0.0355
_diffrn_reflns_av_R_equivalents  0.0986
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         5.165
_diffrn_reflns_theta_max         60.146
_diffrn_reflns_theta_full        53.594
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             1522
_reflns_number_gt                1165
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0800P)²+10.8000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1522
_refine_ls_number_parameters     62
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0603
_refine_ls_R_factor_gt           0.0492
_refine_ls_wR_factor_ref         0.1597
_refine_ls_wR_factor_gt          0.1513
_refine_ls_goodness_of_fit_ref   0.988
_refine_ls_restrained_S_all      0.984
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.500000 0.500000 0.750000 0.0243(3) Uani 1 8 d S T P . .
B1 B 0.500000 0.500000 0.5831(3) 0.0372(12) Uani 1 4 d S T P . .
H1 H 0.500000 0.500000 0.642(3) 0.056 Uiso 1 4 d S U P . .
B2A B 0.5761(10) 0.5549(18) 0.4594(6) 0.045(4) Uani 0.4167 1 d . . P A -1
H2A H 0.633582 0.610417 0.435506 0.068 Uiso 0.4167 1 d R U P A -1
B3A B 0.5942(10) 0.512(2) 0.5390(7) 0.050(4) Uani 0.4167 1 d . . P A -1
H3 H 0.673511 0.501191 0.573142 0.075 Uiso 0.4167 1 d R U P A -1
B4A B 0.538(2) 0.5916(10) 0.5347(5) 0.055(4) Uani 0.4167 1 d . . P A -1
H4 H 0.582697 0.659946 0.543029 0.082 Uiso 0.4167 1 d R U P A -1
N1_2 N 0.40962(11) 0.40962(11) 0.750000 0.0260(6) Uani 1 2 d S T P . .
C2_2 C 0.34801(16) 0.28441(16) 0.70259(13) 0.0400(6) Uani 1 1 d . . . . .
H2_2 H 0.349991 0.241417 0.669353 0.048 Uiso 1 1 calc R U . . .
C3_2 C 0.28361(13) 0.28361(13) 0.750000 0.0299(7) Uani 1 2 d S T P . .
C1_2 C 0.40917(15) 0.34780(15) 0.70386(13) 0.0362(6) Uani 1 1 d . . . . .
H1_2 H 0.452504 0.347638 0.670859 0.043 Uiso 1 1 calc R U . . .


_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
Cu1 N1_2 2.004(2) 2_665 ?
Cu1 N1_2 2.004(2) . ?
Cu1 N1_2 2.004(2) 4_565 ?
Cu1 N1_2 2.004(2) 3_655 ?
B1 B3A 1.732(16) . ?
B1 B4A 1.836(11) . ?
B1 H1 1.19(7) . ?
B2A B4A 1.726(14) . ?
B2A B3A 1.760(11) . ?
B2A H2A 1.3417 . ?
B3A B4A 1.524(14) . ?
B3A H3 1.4315 . ?
B4A H4 1.2874 . ?
N1_2 C1_2 1.342(3) . ?
N1_2 C1_2 1.342(3) 7_556 ?
C2_2 C1_2 1.381(3) . ?
C2_2 C3_2 1.389(3) . ?
C2_2 H2_2 0.9500 . ?
C3_2 C3_2 1.490(6) 25_556 ?
C1_2 H1_2 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1_2 Cu1 N1_2 180.0 2_665 . ?
N1_2 Cu1 N1_2 90.0 2_665 4_565 ?
N1_2 Cu1 N1_2 90.0 . 4_565 ?
N1_2 Cu1 N1_2 90.0 2_665 3_655 ?
N1_2 Cu1 N1_2 90.0 . 3_655 ?
N1_2 Cu1 N1_2 180.0 4_565 3_655 ?
B3A B1 B4A 50.5(4) . . ?
B3A B1 H1 120.8(4) . . ?
B4A B1 H1 122.0(4) . . ?
B4A B2A B3A 51.8(5) . . ?
B4A B2A H2A 109.1 . . ?
B3A B2A H2A 117.7 . . ?
B4A B3A B1 68.3(7) . . ?
B4A B3A B2A 62.9(7) . . ?
B1 B3A B2A 111.8(9) . . ?
B4A B3A H3 128.6 . . ?
B1 B3A H3 118.8 . . ?
B2A B3A H3 128.5 . . ?
B3A B4A B2A 65.2(7) . . ?
B3A B4A B1 61.2(7) . . ?
B2A B4A B1 108.5(7) . . ?
B3A B4A H4 111.3 . . ?
B2A B4A H4 102.0 . . ?
B1 B4A H4 139.3 . . ?
C1_2 N1_2 C1_2 118.1(3) . 7_556 ?
C1_2 N1_2 Cu1 120.95(13) . . ?
C1_2 N1_2 Cu1 120.96(13) 7_556 . ?
C1_2 C2_2 C3_2 119.9(2) . . ?
C1_2 C2_2 H2_2 120.1 . . ?
C3_2 C2_2 H2_2 120.1 . . ?
C2_2 C3_2 C2_2 117.3(3) 7_556 . ?
C2_2 C3_2 C3_2 121.36(14) 7_556 25_556 ?
C2_2 C3_2 C3_2 121.35(14) . 25_556 ?
N1_2 C1_2 C2_2 122.4(2) . . ?
N1_2 C1_2 H1_2 118.8 . . ?
C2_2 C1_2 H1_2 118.8 . . ?

_refine_diff_density_max         0.338
_refine_diff_density_min         -0.425
_refine_diff_density_rms         0.061



