# Electronic Supplementary Material (ESI) for Chemical Communications.
# 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_dal1878
_database_code_depnum_ccdc_archive 'CCDC 2003378'
loop_
_audit_author_name
_audit_author_address
'Dale C. Swenson'
;The University of Iowa
United States of America
;
_audit_update_record             
;
2020-05-11 deposited with the CCDC.	2020-06-30 downloaded from the CCDC.
;
_audit_creation_date             2018-12-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C42 H42 B Cu N4 P2'
_chemical_formula_sum            'C42 H42 B Cu N4 P2'
_chemical_formula_weight         739.08
_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'
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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   13.3593(15)
_cell_length_b                   16.3964(17)
_cell_length_c                   17.537(2)
_cell_angle_alpha                90
_cell_angle_beta                 108.015(5)
_cell_angle_gamma                90
_cell_volume                     3653.1(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9979
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.97
_cell_measurement_theta_min      2.44
_shelx_estimated_absorpt_T_max   0.893
_shelx_estimated_absorpt_T_min   0.840
_exptl_absorpt_coefficient_mu    0.722
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6772
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0677 before and 0.0571 after correction. The Ratio of minimum to maximum transmission is 0.9083. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.344
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1544
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   0.7456
_exptl_transmission_factor_min   0.6772
_diffrn_reflns_av_R_equivalents  0.0438
_diffrn_reflns_av_unetI/netI     0.0408
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            20581
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.007
_diffrn_reflns_theta_min         2.442
_diffrn_ambient_temperature      150.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Bruker Nonius Kappa APEX II'
_diffrn_measurement_method       'CCD phi and omegas scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3499
_reflns_number_total             4351
_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       'APEX II (Bruker-AXS, 2015)'
_computing_data_collection       'APEX II (Bruker-AXS, 2015)'
_computing_data_reduction        'APEX II (Bruker-AXS, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.359
_refine_diff_density_min         -0.497
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     228
_refine_ls_number_reflns         4351
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0479
_refine_ls_R_factor_gt           0.0346
_refine_ls_restrained_S_all      1.059
_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)+(0.0361P)²+2.9146P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0826
_refine_ls_wR_factor_ref         0.0873
_refine_special_details          ?
_olex2_refinement_description    
;
1. Others
 Fixed U12: Cu1(0) N3(0) N2(0) B1(0)
 Fixed U23: Cu1(0) N3(0) N2(0) B1(0)
 Fixed Uiso: H16(0.034) H12(0.033) H26(0.032) H3A(0.037) H3B(0.037) H2A(0.035)
 H2B(0.035) H1A(0.03) H1B(0.03) H36(0.039) H15(0.046) H13(0.043) H32(0.04)
 H22(0.048) H25(0.041) H35(0.051) H33(0.05) H34(0.058) H14(0.049) H23(0.069)
 H24(0.052)
 Fixed X: Cu1(0.5) N3(0.5) N2(0.5) H16(0.6466) H12(0.4993) H26(0.3722)
 H3A(0.4224) H3B(0.546) H2A(0.4914) H2B(0.586) H1A(0.4514) H1B(0.3695)
 H36(0.3198) H15(0.7712) H13(0.6218) H32(0.5576) H22(0.2617) H25(0.2)
 H35(0.2413) H33(0.4798) H34(0.3211) H14(0.7575) B1(0.5) H23(0.091) H24(0.0594)
 Fixed Y: H16(0.4319) H12(0.2162) H26(0.3178) H3A(0.6536) H3B(0.672)
 H2A(0.613) H2B(0.565) H1A(0.474) H1B(0.5188) H36(0.1791) H15(0.3985)
 H13(0.1855) H32(0.0144) H22(0.3724) H25(0.3179) H35(0.1153) H33(-0.0465)
 H34(0.0017) H14(0.2765) H23(0.3712) H24(0.3397)
 Fixed Z: Cu1(0.25) N3(0.25) N2(0.25) H16(0.4446) H12(0.4476) H26(0.4681)
 H3A(0.3015) H3B(0.3252) H2A(0.4323) H2B(0.4139) H1A(0.4244) H1B(0.3496)
 H36(0.2726) H15(0.5676) H13(0.5714) H32(0.3356) H22(0.2325) H25(0.4746)
 H35(0.3585) H33(0.4228) H34(0.4341) H14(0.6309) B1(0.25) H23(0.2399) H24(0.36)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.5000 0.26472(2) 0.2500 0.02012(10) Uani 1 2 d S T P . .
P1 P 0.46515(4) 0.34876(3) 0.33553(3) 0.01752(11) Uani 1 1 d . . . . .
N3 N 0.5000 0.14892(13) 0.2500 0.0273(5) Uani 1 2 d S T P . .
N1 N 0.47737(12) 0.44909(9) 0.31748(9) 0.0198(3) Uani 1 1 d . . . . .
N2 N 0.5000 0.57666(13) 0.2500 0.0253(5) Uani 1 2 d S T P . .
C21 C 0.33468(14) 0.34511(10) 0.34932(11) 0.0192(4) Uani 1 1 d . . . . .
C11 C 0.55806(14) 0.32877(12) 0.43462(11) 0.0216(4) Uani 1 1 d . . . . .
C16 C 0.64074(15) 0.38185(13) 0.47021(12) 0.0284(4) Uani 1 1 d . . . . .
H16 H 0.6466 0.4319 0.4446 0.034 Uiso 1 1 calc R . . . .
C12 C 0.55327(16) 0.25420(12) 0.47230(12) 0.0272(4) Uani 1 1 d . . . . .
H12 H 0.4993 0.2162 0.4476 0.033 Uiso 1 1 calc R . . . .
C26 C 0.31511(15) 0.32868(13) 0.42121(12) 0.0270(4) Uani 1 1 d . . . . .
H26 H 0.3722 0.3178 0.4681 0.032 Uiso 1 1 calc R . . . .
C31 C 0.44863(17) 0.10555(11) 0.29563(12) 0.0264(4) Uani 1 1 d . . . . .
C3 C 0.49289(18) 0.62795(12) 0.31607(13) 0.0310(5) Uani 1 1 d . . . . .
H3A H 0.4224 0.6536 0.3015 0.037 Uiso 1 1 calc R . . . .
H3B H 0.5460 0.6720 0.3252 0.037 Uiso 1 1 calc R . . . .
C2 C 0.51074(17) 0.57978(12) 0.39185(13) 0.0289(5) Uani 1 1 d . . . . .
H2A H 0.4914 0.6130 0.4323 0.035 Uiso 1 1 calc R . . . .
H2B H 0.5860 0.5650 0.4139 0.035 Uiso 1 1 calc R . . . .
C1 C 0.44440(16) 0.50362(11) 0.37380(12) 0.0251(4) Uani 1 1 d . . . . .
H1A H 0.4514 0.4740 0.4244 0.030 Uiso 1 1 calc R . . . .
H1B H 0.3695 0.5188 0.3496 0.030 Uiso 1 1 calc R . . . .
C36 C 0.35324(18) 0.13325(13) 0.30308(13) 0.0323(5) Uani 1 1 d . . . . .
H36 H 0.3198 0.1791 0.2726 0.039 Uiso 1 1 calc R . . . .
C15 C 0.71516(17) 0.36191(15) 0.54352(14) 0.0383(6) Uani 1 1 d . . . . .
H15 H 0.7712 0.3985 0.5676 0.046 Uiso 1 1 calc R . . . .
C13 C 0.62683(18) 0.23554(14) 0.54551(13) 0.0357(5) Uani 1 1 d . . . . .
H13 H 0.6218 0.1855 0.5714 0.043 Uiso 1 1 calc R . . . .
C32 C 0.49399(19) 0.03612(12) 0.34059(12) 0.0329(5) Uani 1 1 d . . . . .
H32 H 0.5576 0.0144 0.3356 0.040 Uiso 1 1 calc R . . . .
C22 C 0.25002(17) 0.36077(15) 0.28218(14) 0.0401(6) Uani 1 1 d . . . . .
H22 H 0.2617 0.3724 0.2325 0.048 Uiso 1 1 calc R . . . .
C25 C 0.21239(16) 0.32807(13) 0.42497(14) 0.0341(5) Uani 1 1 d . . . . .
H25 H 0.2000 0.3179 0.4746 0.041 Uiso 1 1 calc R . . . .
C35 C 0.3060(2) 0.09506(15) 0.35432(15) 0.0424(6) Uani 1 1 d . . . . .
H35 H 0.2413 0.1153 0.3585 0.051 Uiso 1 1 calc R . . . .
C33 C 0.4469(2) -0.00079(14) 0.39198(14) 0.0417(6) Uani 1 1 d . . . . .
H33 H 0.4798 -0.0465 0.4228 0.050 Uiso 1 1 calc R . . . .
C34 C 0.3530(2) 0.02778(15) 0.39906(15) 0.0480(7) Uani 1 1 d . . . . .
H34 H 0.3211 0.0017 0.4341 0.058 Uiso 1 1 calc R . . . .
C14 C 0.70737(18) 0.28951(16) 0.58079(14) 0.0405(6) Uani 1 1 d . . . . .
H14 H 0.7575 0.2765 0.6309 0.049 Uiso 1 1 calc R . . . .
B1 B 0.5000 0.48980(18) 0.2500 0.0204(6) Uani 1 2 d S T P . .
C23 C 0.14837(19) 0.35969(19) 0.28647(18) 0.0574(8) Uani 1 1 d . . . . .
H23 H 0.0910 0.3712 0.2399 0.069 Uiso 1 1 calc R . . . .
C24 C 0.12952(17) 0.34205(15) 0.35777(16) 0.0434(6) Uani 1 1 d . . . . .
H24 H 0.0594 0.3397 0.3600 0.052 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 P1 2.1904(5) 2_655 ?
Cu1 P1 2.1903(5) . ?
Cu1 N3 1.899(2) . ?
P1 N1 1.6925(15) . ?
P1 C21 1.8333(18) . ?
P1 C11 1.826(2) . ?
N3 C31 1.399(2) 2_655 ?
N3 C31 1.399(2) . ?
N1 C1 1.496(2) . ?
N1 B1 1.4693(19) . ?
N2 C3 1.458(2) 2_655 ?
N2 C3 1.458(2) . ?
N2 B1 1.424(4) . ?
C21 C26 1.391(2) . ?
C21 C22 1.381(3) . ?
C11 C16 1.393(3) . ?
C11 C12 1.401(3) . ?
C16 H16 0.9500 . ?
C16 C15 1.399(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.388(3) . ?
C26 H26 0.9500 . ?
C26 C25 1.394(3) . ?
C31 C36 1.397(3) . ?
C31 C32 1.410(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C2 1.500(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C1 1.507(3) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C36 H36 0.9500 . ?
C36 C35 1.396(3) . ?
C15 H15 0.9500 . ?
C15 C14 1.375(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.383(3) . ?
C32 H32 0.9500 . ?
C32 C33 1.388(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.383(3) . ?
C25 H25 0.9500 . ?
C25 C24 1.364(3) . ?
C35 H35 0.9500 . ?
C35 C34 1.387(4) . ?
C33 H33 0.9500 . ?
C33 C34 1.380(4) . ?
C34 H34 0.9500 . ?
C14 H14 0.9500 . ?
B1 N1 1.4694(19) 2_655 ?
C23 H23 0.9500 . ?
C23 C24 1.380(4) . ?
C24 H24 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
P1 Cu1 P1 102.03(3) . 2_655 ?
N3 Cu1 P1 128.985(14) . 2_655 ?
N3 Cu1 P1 128.985(14) . . ?
N1 P1 Cu1 115.48(5) . . ?
N1 P1 C21 101.95(7) . . ?
N1 P1 C11 106.02(8) . . ?
C21 P1 Cu1 118.81(6) . . ?
C11 P1 Cu1 108.24(6) . . ?
C11 P1 C21 105.24(8) . . ?
C31 N3 Cu1 120.55(11) . . ?
C31 N3 Cu1 120.55(11) 2_655 . ?
C31 N3 C31 118.9(2) . 2_655 ?
C1 N1 P1 113.10(11) . . ?
B1 N1 P1 130.39(14) . . ?
B1 N1 C1 115.85(16) . . ?
C3 N2 C3 109.6(2) . 2_655 ?
B1 N2 C3 125.22(10) . 2_655 ?
B1 N2 C3 125.22(10) . . ?
C26 C21 P1 125.37(15) . . ?
C22 C21 P1 116.28(14) . . ?
C22 C21 C26 118.35(17) . . ?
C16 C11 P1 121.72(15) . . ?
C16 C11 C12 118.65(19) . . ?
C12 C11 P1 119.27(15) . . ?
C11 C16 H16 119.8 . . ?
C11 C16 C15 120.4(2) . . ?
C15 C16 H16 119.8 . . ?
C11 C12 H12 119.8 . . ?
C13 C12 C11 120.4(2) . . ?
C13 C12 H12 119.8 . . ?
C21 C26 H26 119.7 . . ?
C21 C26 C25 120.53(19) . . ?
C25 C26 H26 119.7 . . ?
N3 C31 C32 121.88(18) . . ?
C36 C31 N3 120.77(18) . . ?
C36 C31 C32 117.18(18) . . ?
N2 C3 H3A 109.3 . . ?
N2 C3 H3B 109.3 . . ?
N2 C3 C2 111.63(16) . . ?
H3A C3 H3B 108.0 . . ?
C2 C3 H3A 109.3 . . ?
C2 C3 H3B 109.3 . . ?
C3 C2 H2A 109.9 . . ?
C3 C2 H2B 109.8 . . ?
C3 C2 C1 109.15(18) . . ?
H2A C2 H2B 108.3 . . ?
C1 C2 H2A 109.9 . . ?
C1 C2 H2B 109.9 . . ?
N1 C1 C2 111.09(14) . . ?
N1 C1 H1A 109.4 . . ?
N1 C1 H1B 109.4 . . ?
C2 C1 H1A 109.4 . . ?
C2 C1 H1B 109.4 . . ?
H1A C1 H1B 108.0 . . ?
C31 C36 H36 119.3 . . ?
C35 C36 C31 121.4(2) . . ?
C35 C36 H36 119.3 . . ?
C16 C15 H15 119.9 . . ?
C14 C15 C16 120.1(2) . . ?
C14 C15 H15 119.9 . . ?
C12 C13 H13 119.9 . . ?
C14 C13 C12 120.2(2) . . ?
C14 C13 H13 119.9 . . ?
C31 C32 H32 119.6 . . ?
C33 C32 C31 120.8(2) . . ?
C33 C32 H32 119.6 . . ?
C21 C22 H22 119.7 . . ?
C21 C22 C23 120.7(2) . . ?
C23 C22 H22 119.7 . . ?
C26 C25 H25 119.8 . . ?
C24 C25 C26 120.4(2) . . ?
C24 C25 H25 119.8 . . ?
C36 C35 H35 119.8 . . ?
C34 C35 C36 120.3(2) . . ?
C34 C35 H35 119.8 . . ?
C32 C33 H33 119.4 . . ?
C34 C33 C32 121.2(2) . . ?
C34 C33 H33 119.4 . . ?
C35 C34 H34 120.5 . . ?
C33 C34 C35 119.0(2) . . ?
C33 C34 H34 120.5 . . ?
C15 C14 C13 120.2(2) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
N1 B1 N1 126.0(2) . 2_655 ?
N2 B1 N1 117.02(12) . . ?
N2 B1 N1 117.02(12) . 2_655 ?
C22 C23 H23 119.7 . . ?
C24 C23 C22 120.6(2) . . ?
C24 C23 H23 119.7 . . ?
C25 C24 C23 119.4(2) . . ?
C25 C24 H24 120.3 . . ?
C23 C24 H24 120.3 . . ?

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

data_dal1658
_database_code_depnum_ccdc_archive 'CCDC 2003380'
loop_
_audit_author_name
_audit_author_address
'Dale C. Swenson'
;The University of Iowa
United States of America
;
_audit_update_record             
;
2020-05-11 deposited with the CCDC.	2020-06-30 downloaded from the CCDC.
;
_audit_creation_date             2018-11-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H32 B Cl Cu N3 P2'
_chemical_formula_sum            'C30 H32 B Cl Cu N3 P2'
_chemical_formula_weight         606.32
_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'
Cl Cl 0.1484 0.1585 '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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   12.4036(12)
_cell_length_b                   19.0304(19)
_cell_length_c                   12.5089(13)
_cell_angle_alpha                90
_cell_angle_beta                 105.131(5)
_cell_angle_gamma                90
_cell_volume                     2850.3(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9912
_cell_measurement_temperature    190(2)
_cell_measurement_theta_max      26.325
_cell_measurement_theta_min      2.32
_shelx_estimated_absorpt_T_max   0.754
_shelx_estimated_absorpt_T_min   0.691
_exptl_absorpt_coefficient_mu    0.998
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6846
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0538 before and 0.0479 after correction.
The Ratio of minimum to maximum transmission is 0.9184.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.413
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1256
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.37
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0403
_diffrn_reflns_av_unetI/netI     0.0254
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            54620
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         26.423
_diffrn_reflns_theta_min         1.997
_diffrn_ambient_temperature      190.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker-Nonius KappaCCD diffractometer'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4804
_reflns_number_total             5848
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.302
_refine_diff_density_min         -0.398
_refine_diff_density_rms         0.069
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.983
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     343
_refine_ls_number_reflns         5848
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0444
_refine_ls_R_factor_gt           0.0309
_refine_ls_restrained_S_all      0.983
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1089
_refine_ls_wR_factor_ref         0.1261
_refine_special_details          ?
_olex2_refinement_description    
;
1. Others
 Fixed Uiso: H1A(0.032) H1B(0.032) H2A(0.032) H2B(0.032) H3A(0.029) H3B(0.029)
 H4A(0.034) H4B(0.034) H5A(0.031) H5B(0.031) H6A(0.027) H6B(0.027) H12(0.045)
 H13(0.057) H14(0.056) H15(0.052) H16(0.038) H22(0.038) H23(0.052) H24(0.056)
 H25(0.048) H26(0.037) H32(0.039) H33(0.054) H34(0.054) H35(0.051) H36(0.039)
 H42(0.032) H43(0.043) H44(0.041) H45(0.044) H46(0.036)
 Fixed X: H1A(0.280254) H1B(0.41387) H2A(0.344169) H2B(0.280771) H3A(0.51646)
 H3B(0.443596) H4A(0.515185) H4B(0.613151) H5A(0.654343) H5B(0.646097)
 H6A(0.544732) H6B(0.461634) H12(0.459704) H13(0.519743) H14(0.399839)
 H15(0.22016) H16(0.161493) H22(0.161167) H23(-0.023904) H24(-0.168242) H25(-
 0.128242) H26(0.057046) H32(0.481266) H33(0.39569) H34(0.212928) H35(0.116291)
 H36(0.198847) H42(0.623601) H43(0.783977) H44(0.790594) H45(0.634283)
 H46(0.471261)
 Fixed Y: H1A(0.557322) H1B(0.554814) H2A(0.469412) H2B(0.529263)
 H3A(0.510312) H3B(0.507365) H4A(0.607531) H4B(0.580268) H5A(0.692883)
 H5B(0.696073) H6A(0.78961) H6B(0.737897) H12(0.703449) H13(0.664475)
 H14(0.600939) H15(0.575732) H16(0.609405) H22(0.626417) H23(0.608549)
 H24(0.634928) H25(0.684901) H26(0.706789) H32(0.922366) H33(0.980639)
 H34(0.953024) H35(0.867334) H36(0.809983) H42(0.765572) H43(0.819456)
 H44(0.940039) H45(1.008175) H46(0.954987)
 Fixed Z: H1A(0.40987) H1B(0.446455) H2A(0.309063) H2B(0.225883) H3A(0.302741)
 H3B(0.176619) H4A(0.091464) H4B(0.193463) H5A(0.259671) H5B(0.129641)
 H6A(0.177412) H6B(0.093844) H12(0.59199) H13(0.774736) H14(0.85253)
 H15(0.748902) H16(0.562966) H22(0.208671) H23(0.110872) H24(0.191402)
 H25(0.36736) H26(0.464104) H32(0.159454) H33(-0.005583) H34(-0.100881) H35(-
 0.032932) H36(0.132937) H42(0.406769) H43(0.516646) H44(0.539085)
 H45(0.460255) H46(0.35307)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.28607(2) 0.80620(2) 0.39739(2) 0.01940(12) Uani 1 1 d . . . . .
Cl1 Cl 0.19765(5) 0.89035(3) 0.45504(5) 0.02588(15) Uani 1 1 d . . . . .
P1 P 0.27107(5) 0.69218(3) 0.41601(5) 0.01769(15) Uani 1 1 d . . . . .
P2 P 0.40298(5) 0.81190(3) 0.29275(5) 0.01714(15) Uani 1 1 d . . . . .
N1 N 0.35233(14) 0.64202(9) 0.35629(14) 0.0187(4) Uani 1 1 d . . . . .
N2 N 0.44365(14) 0.73358(10) 0.25146(14) 0.0184(4) Uani 1 1 d . . . . .
N3 N 0.47202(15) 0.60591(9) 0.23642(15) 0.0198(4) Uani 1 1 d . . . . .
C1 C 0.3483(2) 0.56634(11) 0.3846(2) 0.0270(5) Uani 1 1 d . . . . .
H1A H 0.280254 0.557322 0.409870 0.032 Uiso 1 1 calc R . . . .
H1B H 0.413870 0.554814 0.446455 0.032 Uiso 1 1 calc R . . . .
C2 C 0.3476(2) 0.51918(12) 0.28716(19) 0.0266(5) Uani 1 1 d . . . . .
H2A H 0.344169 0.469412 0.309063 0.032 Uiso 1 1 calc R . . . .
H2B H 0.280771 0.529263 0.225883 0.032 Uiso 1 1 calc R . . . .
C3 C 0.4516(2) 0.53122(11) 0.24860(19) 0.0241(5) Uani 1 1 d . . . . .
H3A H 0.516460 0.510312 0.302741 0.029 Uiso 1 1 calc R . . . .
H3B H 0.443596 0.507365 0.176619 0.029 Uiso 1 1 calc R . . . .
C4 C 0.5528(2) 0.61550(13) 0.1706(2) 0.0280(5) Uani 1 1 d . . . . .
H4A H 0.515185 0.607531 0.091464 0.034 Uiso 1 1 calc R . . . .
H4B H 0.613151 0.580268 0.193463 0.034 Uiso 1 1 calc R . . . .
C5 C 0.6028(2) 0.68822(12) 0.1848(2) 0.0258(5) Uani 1 1 d . . . . .
H5A H 0.654343 0.692883 0.259671 0.031 Uiso 1 1 calc R . . . .
H5B H 0.646097 0.696073 0.129641 0.031 Uiso 1 1 calc R . . . .
C6 C 0.51131(19) 0.74203(12) 0.16965(19) 0.0221(5) Uani 1 1 d . . . . .
H6A H 0.544732 0.789610 0.177412 0.027 Uiso 1 1 calc R . . . .
H6B H 0.461634 0.737897 0.093844 0.027 Uiso 1 1 calc R . . . .
C11 C 0.30440(19) 0.65970(12) 0.55805(18) 0.0223(5) Uani 1 1 d . . . . .
C12 C 0.4109(2) 0.67638(15) 0.6228(2) 0.0376(6) Uani 1 1 d . . . . .
H12 H 0.459704 0.703449 0.591990 0.045 Uiso 1 1 calc R . . . .
C13 C 0.4463(3) 0.65384(17) 0.7319(2) 0.0472(8) Uani 1 1 d . . . . .
H13 H 0.519743 0.664475 0.774736 0.057 Uiso 1 1 calc R . . . .
C14 C 0.3755(3) 0.61627(17) 0.7778(2) 0.0464(8) Uani 1 1 d . . . . .
H14 H 0.399839 0.600939 0.852530 0.056 Uiso 1 1 calc R . . . .
C15 C 0.2697(3) 0.60076(16) 0.7162(2) 0.0435(7) Uani 1 1 d . . . . .
H15 H 0.220160 0.575732 0.748902 0.052 Uiso 1 1 calc R . . . .
C16 C 0.2343(2) 0.62154(14) 0.60576(19) 0.0318(6) Uani 1 1 d . . . . .
H16 H 0.161493 0.609405 0.562966 0.038 Uiso 1 1 calc R . . . .
C21 C 0.12823(18) 0.66612(12) 0.34845(18) 0.0208(5) Uani 1 1 d . . . . .
C22 C 0.1027(2) 0.63814(14) 0.2417(2) 0.0316(6) Uani 1 1 d . . . . .
H22 H 0.161167 0.626417 0.208671 0.038 Uiso 1 1 calc R . . . .
C23 C -0.0073(2) 0.62738(17) 0.1837(2) 0.0432(7) Uani 1 1 d . . . . .
H23 H -0.023904 0.608549 0.110872 0.052 Uiso 1 1 calc R . . . .
C24 C -0.0930(2) 0.64378(17) 0.2308(2) 0.0467(8) Uani 1 1 d . . . . .
H24 H -0.168242 0.634928 0.191402 0.056 Uiso 1 1 calc R . . . .
C25 C -0.0693(2) 0.67305(16) 0.3351(2) 0.0399(7) Uani 1 1 d . . . . .
H25 H -0.128242 0.684901 0.367360 0.048 Uiso 1 1 calc R . . . .
C26 C 0.0411(2) 0.68522(14) 0.3932(2) 0.0312(6) Uani 1 1 d . . . . .
H26 H 0.057046 0.706789 0.464104 0.037 Uiso 1 1 calc R . . . .
C31 C 0.34945(18) 0.85995(11) 0.16329(18) 0.0216(5) Uani 1 1 d . . . . .
C32 C 0.4067(2) 0.91095(14) 0.1210(2) 0.0324(6) Uani 1 1 d . . . . .
H32 H 0.481266 0.922366 0.159454 0.039 Uiso 1 1 calc R . . . .
C33 C 0.3558(3) 0.94568(16) 0.0226(2) 0.0453(7) Uani 1 1 d . . . . .
H33 H 0.395690 0.980639 -0.005583 0.054 Uiso 1 1 calc R . . . .
C34 C 0.2476(3) 0.92931(16) -0.0339(2) 0.0450(8) Uani 1 1 d . . . . .
H34 H 0.212928 0.953024 -0.100881 0.054 Uiso 1 1 calc R . . . .
C35 C 0.1905(2) 0.87889(15) 0.0066(2) 0.0421(7) Uani 1 1 d . . . . .
H35 H 0.116291 0.867334 -0.032932 0.051 Uiso 1 1 calc R . . . .
C36 C 0.2399(2) 0.84440(13) 0.1051(2) 0.0324(6) Uani 1 1 d . . . . .
H36 H 0.198847 0.809983 0.132937 0.039 Uiso 1 1 calc R . . . .
C41 C 0.53234(18) 0.85538(12) 0.36551(17) 0.0198(5) Uani 1 1 d . . . . .
C42 C 0.6254(2) 0.81510(12) 0.4166(2) 0.0270(5) Uani 1 1 d . . . . .
H42 H 0.623601 0.765572 0.406769 0.032 Uiso 1 1 calc R . . . .
C43 C 0.7209(2) 0.84721(15) 0.4819(2) 0.0360(6) Uani 1 1 d . . . . .
H43 H 0.783977 0.819456 0.516646 0.043 Uiso 1 1 calc R . . . .
C44 C 0.7244(2) 0.91833(15) 0.49629(19) 0.0340(6) Uani 1 1 d . . . . .
H44 H 0.790594 0.940039 0.539085 0.041 Uiso 1 1 calc R . . . .
C45 C 0.6321(2) 0.95878(14) 0.4489(2) 0.0367(6) Uani 1 1 d . . . . .
H45 H 0.634283 1.008175 0.460255 0.044 Uiso 1 1 calc R . . . .
C46 C 0.5353(2) 0.92715(13) 0.3843(2) 0.0298(5) Uani 1 1 d . . . . .
H46 H 0.471261 0.954987 0.353070 0.036 Uiso 1 1 calc R . . . .
B1 B 0.42134(19) 0.66178(13) 0.28195(19) 0.0166(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
Cu1 Cl1 2.1681(6) . ?
Cu1 P1 2.1953(6) . ?
Cu1 P2 2.1952(6) . ?
P1 N1 1.6965(18) . ?
P1 C11 1.824(2) . ?
P1 C21 1.821(2) . ?
P2 N2 1.6968(19) . ?
P2 C31 1.827(2) . ?
P2 C41 1.823(2) . ?
N1 C1 1.487(3) . ?
N1 B1 1.468(3) . ?
N2 C6 1.492(3) . ?
N2 B1 1.464(3) . ?
N3 C3 1.459(3) . ?
N3 C4 1.464(3) . ?
N3 B1 1.427(3) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.512(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.507(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C5 1.508(3) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.504(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C11 C12 1.394(3) . ?
C11 C16 1.383(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.388(4) . ?
C13 H13 0.9500 . ?
C13 C14 1.370(5) . ?
C14 H14 0.9500 . ?
C14 C15 1.370(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.393(4) . ?
C16 H16 0.9500 . ?
C21 C22 1.395(3) . ?
C21 C26 1.389(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.383(4) . ?
C23 H23 0.9500 . ?
C23 C24 1.379(4) . ?
C24 H24 0.9500 . ?
C24 C25 1.378(4) . ?
C25 H25 0.9500 . ?
C25 C26 1.392(4) . ?
C26 H26 0.9500 . ?
C31 C32 1.386(3) . ?
C31 C36 1.396(3) . ?
C32 H32 0.9500 . ?
C32 C33 1.395(4) . ?
C33 H33 0.9500 . ?
C33 C34 1.379(4) . ?
C34 H34 0.9500 . ?
C34 C35 1.367(4) . ?
C35 H35 0.9500 . ?
C35 C36 1.389(4) . ?
C36 H36 0.9500 . ?
C41 C42 1.394(3) . ?
C41 C46 1.385(3) . ?
C42 H42 0.9500 . ?
C42 C43 1.393(3) . ?
C43 H43 0.9500 . ?
C43 C44 1.365(4) . ?
C44 H44 0.9500 . ?
C44 C45 1.378(4) . ?
C45 H45 0.9500 . ?
C45 C46 1.396(3) . ?
C46 H46 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
Cl1 Cu1 P1 129.09(3) . . ?
Cl1 Cu1 P2 129.20(2) . . ?
P2 Cu1 P1 101.52(2) . . ?
N1 P1 Cu1 115.65(7) . . ?
N1 P1 C11 103.22(9) . . ?
N1 P1 C21 105.09(10) . . ?
C11 P1 Cu1 115.75(7) . . ?
C21 P1 Cu1 108.60(8) . . ?
C21 P1 C11 107.78(10) . . ?
N2 P2 Cu1 115.67(6) . . ?
N2 P2 C31 103.76(9) . . ?
N2 P2 C41 104.94(10) . . ?
C31 P2 Cu1 114.17(8) . . ?
C41 P2 Cu1 110.92(7) . . ?
C41 P2 C31 106.51(10) . . ?
C1 N1 P1 112.27(14) . . ?
B1 N1 P1 130.29(16) . . ?
B1 N1 C1 117.43(18) . . ?
C6 N2 P2 112.29(14) . . ?
B1 N2 P2 130.47(15) . . ?
B1 N2 C6 117.24(18) . . ?
C3 N3 C4 110.08(17) . . ?
B1 N3 C3 125.28(19) . . ?
B1 N3 C4 124.65(18) . . ?
N1 C1 H1A 109.2 . . ?
N1 C1 H1B 109.2 . . ?
N1 C1 C2 112.09(18) . . ?
H1A C1 H1B 107.9 . . ?
C2 C1 H1A 109.2 . . ?
C2 C1 H1B 109.2 . . ?
C1 C2 H2A 109.7 . . ?
C1 C2 H2B 109.7 . . ?
H2A C2 H2B 108.2 . . ?
C3 C2 C1 110.05(19) . . ?
C3 C2 H2A 109.7 . . ?
C3 C2 H2B 109.7 . . ?
N3 C3 C2 111.59(18) . . ?
N3 C3 H3A 109.3 . . ?
N3 C3 H3B 109.3 . . ?
C2 C3 H3A 109.3 . . ?
C2 C3 H3B 109.3 . . ?
H3A C3 H3B 108.0 . . ?
N3 C4 H4A 109.3 . . ?
N3 C4 H4B 109.3 . . ?
N3 C4 C5 111.67(19) . . ?
H4A C4 H4B 107.9 . . ?
C5 C4 H4A 109.3 . . ?
C5 C4 H4B 109.3 . . ?
C4 C5 H5A 109.7 . . ?
C4 C5 H5B 109.7 . . ?
H5A C5 H5B 108.2 . . ?
C6 C5 C4 109.63(19) . . ?
C6 C5 H5A 109.7 . . ?
C6 C5 H5B 109.7 . . ?
N2 C6 C5 112.42(18) . . ?
N2 C6 H6A 109.1 . . ?
N2 C6 H6B 109.1 . . ?
C5 C6 H6A 109.1 . . ?
C5 C6 H6B 109.1 . . ?
H6A C6 H6B 107.9 . . ?
C12 C11 P1 115.37(19) . . ?
C16 C11 P1 126.19(18) . . ?
C16 C11 C12 118.4(2) . . ?
C11 C12 H12 119.7 . . ?
C13 C12 C11 120.7(3) . . ?
C13 C12 H12 119.7 . . ?
C12 C13 H13 120.0 . . ?
C14 C13 C12 120.0(3) . . ?
C14 C13 H13 120.0 . . ?
C13 C14 H14 119.9 . . ?
C13 C14 C15 120.1(2) . . ?
C15 C14 H14 119.9 . . ?
C14 C15 H15 119.9 . . ?
C14 C15 C16 120.3(3) . . ?
C16 C15 H15 119.9 . . ?
C11 C16 C15 120.4(3) . . ?
C11 C16 H16 119.8 . . ?
C15 C16 H16 119.8 . . ?
C22 C21 P1 119.88(17) . . ?
C26 C21 P1 120.44(18) . . ?
C26 C21 C22 118.7(2) . . ?
C21 C22 H22 119.8 . . ?
C23 C22 C21 120.3(2) . . ?
C23 C22 H22 119.8 . . ?
C22 C23 H23 119.8 . . ?
C24 C23 C22 120.5(3) . . ?
C24 C23 H23 119.8 . . ?
C23 C24 H24 120.1 . . ?
C25 C24 C23 119.9(2) . . ?
C25 C24 H24 120.1 . . ?
C24 C25 H25 120.0 . . ?
C24 C25 C26 120.0(3) . . ?
C26 C25 H25 120.0 . . ?
C21 C26 C25 120.6(2) . . ?
C21 C26 H26 119.7 . . ?
C25 C26 H26 119.7 . . ?
C32 C31 P2 125.79(18) . . ?
C32 C31 C36 118.4(2) . . ?
C36 C31 P2 115.82(18) . . ?
C31 C32 H32 119.7 . . ?
C31 C32 C33 120.7(3) . . ?
C33 C32 H32 119.7 . . ?
C32 C33 H33 120.0 . . ?
C34 C33 C32 120.0(3) . . ?
C34 C33 H33 120.0 . . ?
C33 C34 H34 120.1 . . ?
C35 C34 C33 119.9(3) . . ?
C35 C34 H34 120.1 . . ?
C34 C35 H35 119.7 . . ?
C34 C35 C36 120.6(3) . . ?
C36 C35 H35 119.7 . . ?
C31 C36 H36 119.8 . . ?
C35 C36 C31 120.4(3) . . ?
C35 C36 H36 119.8 . . ?
C42 C41 P2 119.64(17) . . ?
C46 C41 P2 120.88(17) . . ?
C46 C41 C42 118.9(2) . . ?
C41 C42 H42 119.9 . . ?
C43 C42 C41 120.2(2) . . ?
C43 C42 H42 119.9 . . ?
C42 C43 H43 119.8 . . ?
C44 C43 C42 120.3(2) . . ?
C44 C43 H43 119.8 . . ?
C43 C44 H44 119.9 . . ?
C43 C44 C45 120.2(2) . . ?
C45 C44 H44 119.9 . . ?
C44 C45 H45 120.0 . . ?
C44 C45 C46 120.0(2) . . ?
C46 C45 H45 120.0 . . ?
C41 C46 C45 120.3(2) . . ?
C41 C46 H46 119.9 . . ?
C45 C46 H46 119.9 . . ?
N2 B1 N1 125.8(2) . . ?
N3 B1 N1 116.9(2) . . ?
N3 B1 N2 117.28(19) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 P1 N1 C1 172.72(13) . . . . ?
Cu1 P1 N1 B1 -8.6(2) . . . . ?
Cu1 P1 C11 C12 -57.0(2) . . . . ?
Cu1 P1 C11 C16 122.3(2) . . . . ?
Cu1 P1 C21 C22 98.5(2) . . . . ?
Cu1 P1 C21 C26 -69.9(2) . . . . ?
Cu1 P2 N2 C6 172.85(12) . . . . ?
Cu1 P2 N2 B1 -6.1(2) . . . . ?
Cu1 P2 C31 C32 133.2(2) . . . . ?
Cu1 P2 C31 C36 -44.84(19) . . . . ?
Cu1 P2 C41 C42 98.48(18) . . . . ?
Cu1 P2 C41 C46 -72.3(2) . . . . ?
P1 N1 C1 C2 141.14(18) . . . . ?
P1 N1 B1 N2 6.7(3) . . . . ?
P1 N1 B1 N3 -173.96(15) . . . . ?
P1 C11 C12 C13 -179.2(2) . . . . ?
P1 C11 C16 C15 -179.0(2) . . . . ?
P1 C21 C22 C23 -170.9(2) . . . . ?
P1 C21 C26 C25 172.0(2) . . . . ?
P2 N2 C6 C5 143.75(17) . . . . ?
P2 N2 B1 N1 2.1(3) . . . . ?
P2 N2 B1 N3 -177.21(15) . . . . ?
P2 C31 C32 C33 -178.1(2) . . . . ?
P2 C31 C36 C35 178.86(19) . . . . ?
P2 C41 C42 C43 -173.38(19) . . . . ?
P2 C41 C46 C45 174.02(19) . . . . ?
N1 P1 C11 C12 70.4(2) . . . . ?
N1 P1 C11 C16 -110.3(2) . . . . ?
N1 P1 C21 C22 -25.8(2) . . . . ?
N1 P1 C21 C26 165.81(19) . . . . ?
N1 C1 C2 C3 59.8(3) . . . . ?
N2 P2 C31 C32 -100.0(2) . . . . ?
N2 P2 C31 C36 81.94(19) . . . . ?
N2 P2 C41 C42 -27.1(2) . . . . ?
N2 P2 C41 C46 162.06(18) . . . . ?
N3 C4 C5 C6 -49.1(3) . . . . ?
C1 N1 B1 N2 -174.68(19) . . . . ?
C1 N1 B1 N3 4.6(3) . . . . ?
C1 C2 C3 N3 -48.0(3) . . . . ?
C3 N3 C4 C5 -162.50(19) . . . . ?
C3 N3 B1 N1 6.7(3) . . . . ?
C3 N3 B1 N2 -173.95(18) . . . . ?
C4 N3 C3 C2 -164.16(19) . . . . ?
C4 N3 B1 N1 -173.12(19) . . . . ?
C4 N3 B1 N2 6.2(3) . . . . ?
C4 C5 C6 N2 60.1(3) . . . . ?
C6 N2 B1 N1 -176.81(19) . . . . ?
C6 N2 B1 N3 3.9(3) . . . . ?
C11 P1 N1 C1 45.29(17) . . . . ?
C11 P1 N1 B1 -136.07(19) . . . . ?
C11 P1 C21 C22 -135.4(2) . . . . ?
C11 P1 C21 C26 56.2(2) . . . . ?
C11 C12 C13 C14 -1.6(4) . . . . ?
C12 C11 C16 C15 0.3(4) . . . . ?
C12 C13 C14 C15 0.1(5) . . . . ?
C13 C14 C15 C16 1.6(4) . . . . ?
C14 C15 C16 C11 -1.8(4) . . . . ?
C16 C11 C12 C13 1.4(4) . . . . ?
C21 P1 N1 C1 -67.55(16) . . . . ?
C21 P1 N1 B1 111.09(19) . . . . ?
C21 P1 C11 C12 -178.78(19) . . . . ?
C21 P1 C11 C16 0.6(2) . . . . ?
C21 C22 C23 C24 -0.4(5) . . . . ?
C22 C21 C26 C25 3.5(4) . . . . ?
C22 C23 C24 C25 1.9(5) . . . . ?
C23 C24 C25 C26 -0.7(5) . . . . ?
C24 C25 C26 C21 -2.0(4) . . . . ?
C26 C21 C22 C23 -2.4(4) . . . . ?
C31 P2 N2 C6 47.02(16) . . . . ?
C31 P2 N2 B1 -131.93(19) . . . . ?
C31 P2 C41 C42 -136.74(19) . . . . ?
C31 P2 C41 C46 52.4(2) . . . . ?
C31 C32 C33 C34 -0.2(4) . . . . ?
C32 C31 C36 C35 0.7(4) . . . . ?
C32 C33 C34 C35 -0.1(4) . . . . ?
C33 C34 C35 C36 0.7(4) . . . . ?
C34 C35 C36 C31 -1.0(4) . . . . ?
C36 C31 C32 C33 -0.1(4) . . . . ?
C41 P2 N2 C6 -64.59(16) . . . . ?
C41 P2 N2 B1 116.46(19) . . . . ?
C41 P2 C31 C32 10.4(2) . . . . ?
C41 P2 C31 C36 -167.61(17) . . . . ?
C41 C42 C43 C44 -0.2(4) . . . . ?
C42 C41 C46 C45 3.1(4) . . . . ?
C42 C43 C44 C45 1.9(4) . . . . ?
C43 C44 C45 C46 -1.2(4) . . . . ?
C44 C45 C46 C41 -1.4(4) . . . . ?
C46 C41 C42 C43 -2.4(4) . . . . ?
B1 N1 C1 C2 -37.7(3) . . . . ?
B1 N2 C6 C5 -37.1(3) . . . . ?
B1 N3 C3 C2 16.0(3) . . . . ?
B1 N3 C4 C5 17.3(3) . . . . ?

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

data_dal1853
_database_code_depnum_ccdc_archive 'CCDC 2003379'
loop_
_audit_author_name
_audit_author_address
'Dale C. Swenson'
;The University of Iowa
United States of America
;
_audit_update_record             
;
2020-05-11 deposited with the CCDC.	2020-06-30 downloaded from the CCDC.
;
_audit_creation_date             2018-10-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H36 B Cl Cu N3 O P2'
_chemical_formula_sum            'C31 H36 B Cl Cu N3 O P2'
_chemical_formula_weight         638.37
_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'
Cl Cl 0.1484 0.1585 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   11.1940(11)
_cell_length_b                   21.080(2)
_cell_length_c                   13.3883(13)
_cell_angle_alpha                90
_cell_angle_beta                 107.235(5)
_cell_angle_gamma                90
_cell_volume                     3017.4(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6096
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      22.07
_cell_measurement_theta_min      2.30
_shelx_estimated_absorpt_T_max   0.986
_shelx_estimated_absorpt_T_min   0.855
_exptl_absorpt_coefficient_mu    0.948
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6863
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0684 before and 0.0618 after correction. The Ratio of minimum to maximum transmission is 0.9207. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.405
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1328
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.015
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1115
_diffrn_reflns_av_unetI/netI     0.0825
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            48276
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.459
_diffrn_reflns_theta_min         2.504
_diffrn_ambient_temperature      150.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker Nonius Kappa APEX II'
_diffrn_measurement_method       'CCD phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4010
_reflns_number_total             6202
_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       'APEX II (Bruker-AXS, 2015)'
_computing_data_collection       'APEX II (Bruker-AXS, 2015)'
_computing_data_reduction        'APEX II (Bruker-AXS, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.531
_refine_diff_density_min         -0.529
_refine_diff_density_rms         0.086
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     327
_refine_ls_number_reflns         6202
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1001
_refine_ls_R_factor_gt           0.0479
_refine_ls_restrained_S_all      1.013
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0344P)²+3.6591P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0895
_refine_ls_wR_factor_ref         0.1060
_refine_special_details          ?
_olex2_refinement_description    
;
1. Others
 Fixed Uiso: H3(0.037) H32(0.038) H6A(0.04) H6B(0.04) H36(0.033) H12(0.044)
 H26(0.04) H5A(0.044) H5B(0.044) H4A(0.041) H4B(0.041) H16(0.051) H24(0.045)
 H35(0.04) H33(0.048) H1A(0.045) H1B(0.045) H22(0.036) H15(0.066) H25(0.047)
 H34(0.047) H23(0.041) H7A(0.081) H7B(0.081) H7C(0.081) H2A(0.052) H2B(0.052)
 H13(0.061) H14(0.071) H3A(0.051) H3B(0.051) H42(0.037) H43(0.037) H44(0.037)
 H45(0.037) H46(0.037) H42A(0.037) H43A(0.037) H44A(0.037) H45A(0.037)
 H46A(0.037)
 Fixed X: H3(0.6485) H32(1.0987) H6A(0.978) H6B(0.9033) H36(0.7853)
 H12(0.3863) H26(0.2373) H5A(0.9541) H5B(0.8806) H4A(0.7691) H4B(0.7514)
 H16(0.4379) H24(0.2052) H35(0.8906) H33(1.2002) H1A(0.4425) H1B(0.3566)
 H22(0.5352) H15(0.3449) H25(0.1172) H34(1.0968) H23(0.4125) H7A(0.7162)
 H7B(0.6118) H7C(0.7559) H2A(0.3487) H2B(0.4136) H13(0.2897) H14(0.2685)
 H3A(0.5326) H3B(0.5431) H42(0.9311) H43(1.0519) H44(1.1312) H45(1.0898)
 H46(0.969) H42A(0.9968) H43A(1.142) H44A(1.1788) H45A(1.0705) H46A(0.9254)
 Fixed Y: H3(0.7002) H32(0.6942) H6A(0.6329) H6B(0.5794) H36(0.7713)
 H12(0.6373) H26(0.6713) H5A(0.6645) H5B(0.7126) H4A(0.6136) H4B(0.6881)
 H16(0.5117) H24(0.8564) H35(0.8664) H33(0.7908) H1A(0.5581) H1B(0.6029)
 H22(0.767) H15(0.4329) H25(0.7628) H34(0.8771) H23(0.8572) H7A(0.5064)
 H7B(0.471) H7C(0.4664) H2A(0.6383) H2B(0.6915) H13(0.5581) H14(0.4567)
 H3A(0.6787) H3B(0.6038) H42(0.5245) H43(0.4504) H44(0.4756) H45(0.575)
 H46(0.6491) H42A(0.5486) H43A(0.4814) H44A(0.4895) H45A(0.5647) H46A(0.632)
 Fixed Z: H3(0.4719) H32(0.3124) H6A(0.4716) H6B(0.5136) H36(0.3526) H12(-
 0.0207) H26(0.0945) H5A(0.6325) H5B(0.5427) H4A(0.6299) H4B(0.6447)
 H16(0.2164) H24(0.1572) H35(0.4017) H33(0.3578) H1A(0.3856) H1B(0.2962)
 H22(0.2752) H15(0.0957) H25(0.0764) H34(0.4013) H23(0.2624) H7A(0.3412)
 H7B(0.3803) H7C(0.4475) H2A(0.4597) H2B(0.4077) H13(-0.1386) H14(-0.0804)
 H3A(0.582) H3B(0.5656) H42(0.3563) H43(0.2988) H44(0.1605) H45(0.0797)
 H46(0.1371) H42A(0.3983) H43A(0.3574) H44A(0.1947) H45A(0.0729) H46A(0.1138)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
Cu1 Cu 0.67248(4) 0.66860(2) 0.14686(3) 0.02007(12) Uani 1 1 d . . . . .
P2 P 0.83347(8) 0.65227(4) 0.28365(7) 0.0201(2) Uani 1 1 d D . . . .
P1 P 0.50903(9) 0.64359(5) 0.19715(7) 0.0236(2) Uani 1 1 d . . . . .
Cl1 Cl 0.65294(10) 0.69245(5) -0.01559(7) 0.0379(3) Uani 1 1 d . . . . .
O1 O 0.6778(2) 0.54886(12) 0.4596(2) 0.0347(7) Uani 1 1 d . . . . .
N2 N 0.7932(3) 0.62793(14) 0.3876(2) 0.0235(7) Uani 1 1 d . . . . .
N1 N 0.5436(3) 0.61603(14) 0.3187(2) 0.0252(7) Uani 1 1 d . . . . .
N3 N 0.6543(3) 0.65596(15) 0.4998(2) 0.0308(8) Uani 1 1 d . . . . .
H3 H 0.6485 0.7002 0.4719 0.037 Uiso 1 1 calc R . . . .
C31 C 0.9305(3) 0.72251(18) 0.3267(2) 0.0227(8) Uani 1 1 d . . . . .
C32 C 1.0549(3) 0.7292(2) 0.3295(3) 0.0319(10) Uani 1 1 d . . . . .
H32 H 1.0987 0.6942 0.3124 0.038 Uiso 1 1 calc R . . . .
C6 C 0.8984(3) 0.6233(2) 0.4865(3) 0.0330(10) Uani 1 1 d . . . . .
H6A H 0.9780 0.6329 0.4716 0.040 Uiso 1 1 calc R . . . .
H6B H 0.9033 0.5794 0.5136 0.040 Uiso 1 1 calc R . . . .
C21 C 0.3999(3) 0.70958(18) 0.1858(3) 0.0236(8) Uani 1 1 d . . . . .
C11 C 0.4198(3) 0.58292(19) 0.1113(3) 0.0299(9) Uani 1 1 d . . . . .
C36 C 0.8703(3) 0.77477(18) 0.3538(3) 0.0273(9) Uani 1 1 d . . . . .
H36 H 0.7853 0.7713 0.3526 0.033 Uiso 1 1 calc R . . . .
C12 C 0.3767(3) 0.5959(2) 0.0041(3) 0.0368(11) Uani 1 1 d . . . . .
H12 H 0.3863 0.6373 -0.0207 0.044 Uiso 1 1 calc R . . . .
C26 C 0.2743(3) 0.7094(2) 0.1276(3) 0.0337(10) Uani 1 1 d . . . . .
H26 H 0.2373 0.6713 0.0945 0.040 Uiso 1 1 calc R . . . .
C5 C 0.8821(4) 0.6686(2) 0.5686(3) 0.0369(10) Uani 1 1 d . . . . .
H5A H 0.9541 0.6645 0.6325 0.044 Uiso 1 1 calc R . . . .
H5B H 0.8806 0.7126 0.5427 0.044 Uiso 1 1 calc R . . . .
C4 C 0.7631(4) 0.6555(2) 0.5953(3) 0.0341(10) Uani 1 1 d . . . . .
H4A H 0.7691 0.6136 0.6299 0.041 Uiso 1 1 calc R . . . .
H4B H 0.7514 0.6881 0.6447 0.041 Uiso 1 1 calc R . . . .
C16 C 0.4078(4) 0.5218(2) 0.1441(4) 0.0426(11) Uani 1 1 d . . . . .
H16 H 0.4379 0.5117 0.2164 0.051 Uiso 1 1 calc R . . . .
C24 C 0.2542(4) 0.8189(2) 0.1656(3) 0.0375(10) Uani 1 1 d . . . . .
H24 H 0.2052 0.8564 0.1572 0.045 Uiso 1 1 calc R . . . .
C35 C 0.9326(4) 0.83152(19) 0.3824(3) 0.0335(9) Uani 1 1 d . . . . .
H35 H 0.8906 0.8664 0.4017 0.040 Uiso 1 1 calc R . . . .
C33 C 1.1154(4) 0.7867(2) 0.3570(3) 0.0404(11) Uani 1 1 d . . . . .
H33 H 1.2002 0.7908 0.3578 0.048 Uiso 1 1 calc R . . . .
C1 C 0.4339(4) 0.6015(2) 0.3560(3) 0.0377(10) Uani 1 1 d . . . . .
H1A H 0.4425 0.5581 0.3856 0.045 Uiso 1 1 calc R . . . .
H1B H 0.3566 0.6029 0.2962 0.045 Uiso 1 1 calc R . . . .
C22 C 0.4497(4) 0.76568(18) 0.2349(3) 0.0299(9) Uani 1 1 d . . . . .
H22 H 0.5352 0.7670 0.2752 0.036 Uiso 1 1 calc R . . . .
C15 C 0.3521(4) 0.4748(2) 0.0722(4) 0.0551(14) Uani 1 1 d . . . . .
H15 H 0.3449 0.4329 0.0957 0.066 Uiso 1 1 calc R . . . .
C25 C 0.2026(4) 0.7636(2) 0.1172(3) 0.0389(11) Uani 1 1 d . . . . .
H25 H 0.1172 0.7628 0.0764 0.047 Uiso 1 1 calc R . . . .
B1 B 0.6674(4) 0.6101(2) 0.4057(3) 0.0265(10) Uani 1 1 d . . . . .
C34 C 1.0546(4) 0.8378(2) 0.3830(3) 0.0388(11) Uani 1 1 d . . . . .
H34 H 1.0968 0.8771 0.4013 0.047 Uiso 1 1 calc R . . . .
C23 C 0.3773(4) 0.81961(19) 0.2263(3) 0.0343(10) Uani 1 1 d . . . . .
H23 H 0.4125 0.8572 0.2624 0.041 Uiso 1 1 calc R . . . .
C7 C 0.6915(5) 0.4939(2) 0.4028(4) 0.0539(13) Uani 1 1 d . . . . .
H7A H 0.7162 0.5064 0.3412 0.081 Uiso 1 1 calc GR . . . .
H7B H 0.6118 0.4710 0.3803 0.081 Uiso 1 1 calc GR . . . .
H7C H 0.7559 0.4664 0.4475 0.081 Uiso 1 1 calc GR . . . .
C2 C 0.4236(4) 0.6481(2) 0.4376(3) 0.0436(11) Uani 1 1 d . . . . .
H2A H 0.3487 0.6383 0.4597 0.052 Uiso 1 1 calc R . . . .
H2B H 0.4136 0.6915 0.4077 0.052 Uiso 1 1 calc R . . . .
C13 C 0.3202(4) 0.5487(3) -0.0661(4) 0.0511(14) Uani 1 1 d . . . . .
H13 H 0.2897 0.5581 -0.1386 0.061 Uiso 1 1 calc R . . . .
C14 C 0.3079(4) 0.4887(3) -0.0318(5) 0.0595(16) Uani 1 1 d . . . . .
H14 H 0.2685 0.4567 -0.0804 0.071 Uiso 1 1 calc R . . . .
C3 C 0.5385(4) 0.6456(2) 0.5311(3) 0.0421(11) Uani 1 1 d . . . . .
H3A H 0.5326 0.6787 0.5820 0.051 Uiso 1 1 calc R . . . .
H3B H 0.5431 0.6038 0.5656 0.051 Uiso 1 1 calc R . . . .
C41 C 0.9387(4) 0.59374(19) 0.2521(4) 0.0310(5) Uani 0.644(6) 1 d D . P A 1
C42 C 0.9633(4) 0.5347(2) 0.3001(3) 0.0310(5) Uani 0.644(6) 1 d G . P A 1
H42 H 0.9311 0.5245 0.3563 0.037 Uiso 0.644(6) 1 calc R . P A 1
C43 C 1.0350(5) 0.49071(18) 0.2660(4) 0.0310(5) Uani 0.644(6) 1 d G . P A 1
H43 H 1.0519 0.4504 0.2988 0.037 Uiso 0.644(6) 1 calc R . P A 1
C44 C 1.0822(4) 0.5057(2) 0.1839(3) 0.0310(5) Uani 0.644(6) 1 d G . P A 1
H44 H 1.1312 0.4756 0.1605 0.037 Uiso 0.644(6) 1 calc R . P A 1
C45 C 1.0576(5) 0.5647(2) 0.1358(3) 0.0310(5) Uani 0.644(6) 1 d G . P A 1
H45 H 1.0898 0.5750 0.0797 0.037 Uiso 0.644(6) 1 calc R . P A 1
C46 C 0.9858(5) 0.60873(18) 0.1699(4) 0.0310(5) Uani 0.644(6) 1 d G . P A 1
H46 H 0.9690 0.6491 0.1371 0.037 Uiso 0.644(6) 1 calc R . P A 1
C41A C 0.9475(7) 0.5966(4) 0.2599(8) 0.0310(5) Uani 0.356(6) 1 d D . P A 2
C42A C 1.0118(8) 0.5519(4) 0.3323(6) 0.0310(5) Uani 0.356(6) 1 d G . P A 2
H42A H 0.9968 0.5486 0.3983 0.037 Uiso 0.356(6) 1 calc R . P A 2
C43A C 1.0980(8) 0.5120(4) 0.3080(6) 0.0310(5) Uani 0.356(6) 1 d G . P A 2
H43A H 1.1420 0.4814 0.3574 0.037 Uiso 0.356(6) 1 calc R . P A 2
C44A C 1.1199(7) 0.5168(4) 0.2113(6) 0.0310(5) Uani 0.356(6) 1 d G . P A 2
H44A H 1.1788 0.4895 0.1947 0.037 Uiso 0.356(6) 1 calc R . P A 2
C45A C 1.0556(9) 0.5615(4) 0.1390(6) 0.0310(5) Uani 0.356(6) 1 d G . P A 2
H45A H 1.0705 0.5647 0.0729 0.037 Uiso 0.356(6) 1 calc R . P A 2
C46A C 0.9694(9) 0.6014(4) 0.1633(7) 0.0310(5) Uani 0.356(6) 1 d G . P A 2
H46A H 0.9254 0.6320 0.1138 0.037 Uiso 0.356(6) 1 calc R . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 P2 2.1827(10) . ?
Cu1 P1 2.1930(10) . ?
Cu1 Cl1 2.1792(10) . ?
P2 N2 1.666(3) . ?
P2 C31 1.826(4) . ?
P2 C41 1.839(3) . ?
P2 C41A 1.829(5) . ?
P1 N1 1.662(3) . ?
P1 C21 1.828(4) . ?
P1 C11 1.809(4) . ?
O1 B1 1.467(5) . ?
O1 C7 1.418(5) . ?
N2 C6 1.491(4) . ?
N2 B1 1.544(5) . ?
N1 C1 1.488(4) . ?
N1 B1 1.529(5) . ?
N3 H3 1.0000 . ?
N3 C4 1.482(4) . ?
N3 B1 1.628(5) . ?
N3 C3 1.491(5) . ?
C31 C32 1.390(5) . ?
C31 C36 1.394(5) . ?
C32 H32 0.9500 . ?
C32 C33 1.383(6) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C5 1.507(5) . ?
C21 C26 1.390(5) . ?
C21 C22 1.387(5) . ?
C11 C12 1.400(5) . ?
C11 C16 1.381(6) . ?
C36 H36 0.9500 . ?
C36 C35 1.380(5) . ?
C12 H12 0.9500 . ?
C12 C13 1.387(6) . ?
C26 H26 0.9500 . ?
C26 C25 1.380(5) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C4 1.503(5) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C16 H16 0.9500 . ?
C16 C15 1.393(6) . ?
C24 H24 0.9500 . ?
C24 C25 1.375(6) . ?
C24 C23 1.377(6) . ?
C35 H35 0.9500 . ?
C35 C34 1.370(6) . ?
C33 H33 0.9500 . ?
C33 C34 1.373(6) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.499(6) . ?
C22 H22 0.9500 . ?
C22 C23 1.381(5) . ?
C15 H15 0.9500 . ?
C15 C14 1.365(7) . ?
C25 H25 0.9500 . ?
C34 H34 0.9500 . ?
C23 H23 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.507(6) . ?
C13 H13 0.9500 . ?
C13 C14 1.366(7) . ?
C14 H14 0.9500 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C41 C42 1.3900 . ?
C41 C46 1.3900 . ?
C42 H42 0.9500 . ?
C42 C43 1.3900 . ?
C43 H43 0.9500 . ?
C43 C44 1.3900 . ?
C44 H44 0.9500 . ?
C44 C45 1.3900 . ?
C45 H45 0.9500 . ?
C45 C46 1.3900 . ?
C46 H46 0.9500 . ?
C41A C42A 1.3900 . ?
C41A C46A 1.3900 . ?
C42A H42A 0.9500 . ?
C42A C43A 1.3900 . ?
C43A H43A 0.9500 . ?
C43A C44A 1.3900 . ?
C44A H44A 0.9500 . ?
C44A C45A 1.3900 . ?
C45A H45A 0.9500 . ?
C45A C46A 1.3900 . ?
C46A H46A 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
P2 Cu1 P1 105.13(4) . . ?
Cl1 Cu1 P2 133.44(4) . . ?
Cl1 Cu1 P1 121.04(4) . . ?
N2 P2 Cu1 112.89(11) . . ?
N2 P2 C31 105.60(15) . . ?
N2 P2 C41 109.6(2) . . ?
N2 P2 C41A 108.9(3) . . ?
C31 P2 Cu1 113.75(11) . . ?
C31 P2 C41 104.8(2) . . ?
C31 P2 C41A 101.2(3) . . ?
C41 P2 Cu1 109.80(17) . . ?
C41A P2 Cu1 113.6(3) . . ?
N1 P1 Cu1 114.30(11) . . ?
N1 P1 C21 107.66(15) . . ?
N1 P1 C11 107.40(18) . . ?
C21 P1 Cu1 112.93(12) . . ?
C11 P1 Cu1 109.19(12) . . ?
C11 P1 C21 104.81(17) . . ?
C7 O1 B1 117.4(3) . . ?
C6 N2 P2 115.0(2) . . ?
C6 N2 B1 111.2(3) . . ?
B1 N2 P2 133.7(2) . . ?
C1 N1 P1 115.1(2) . . ?
C1 N1 B1 112.3(3) . . ?
B1 N1 P1 132.1(2) . . ?
C4 N3 H3 106.0 . . ?
C4 N3 B1 115.1(3) . . ?
C4 N3 C3 108.5(3) . . ?
B1 N3 H3 106.0 . . ?
C3 N3 H3 106.0 . . ?
C3 N3 B1 114.5(3) . . ?
C32 C31 P2 126.1(3) . . ?
C32 C31 C36 118.0(3) . . ?
C36 C31 P2 115.8(3) . . ?
C31 C32 H32 119.9 . . ?
C33 C32 C31 120.3(4) . . ?
C33 C32 H32 119.9 . . ?
N2 C6 H6A 109.3 . . ?
N2 C6 H6B 109.3 . . ?
N2 C6 C5 111.8(3) . . ?
H6A C6 H6B 107.9 . . ?
C5 C6 H6A 109.3 . . ?
C5 C6 H6B 109.3 . . ?
C26 C21 P1 125.8(3) . . ?
C22 C21 P1 116.4(3) . . ?
C22 C21 C26 117.8(3) . . ?
C12 C11 P1 118.1(3) . . ?
C16 C11 P1 123.1(3) . . ?
C16 C11 C12 118.2(4) . . ?
C31 C36 H36 119.5 . . ?
C35 C36 C31 120.9(4) . . ?
C35 C36 H36 119.5 . . ?
C11 C12 H12 119.9 . . ?
C13 C12 C11 120.2(5) . . ?
C13 C12 H12 119.9 . . ?
C21 C26 H26 119.5 . . ?
C25 C26 C21 121.0(4) . . ?
C25 C26 H26 119.5 . . ?
C6 C5 H5A 109.3 . . ?
C6 C5 H5B 109.3 . . ?
H5A C5 H5B 108.0 . . ?
C4 C5 C6 111.4(3) . . ?
C4 C5 H5A 109.3 . . ?
C4 C5 H5B 109.3 . . ?
N3 C4 C5 110.7(3) . . ?
N3 C4 H4A 109.5 . . ?
N3 C4 H4B 109.5 . . ?
C5 C4 H4A 109.5 . . ?
C5 C4 H4B 109.5 . . ?
H4A C4 H4B 108.1 . . ?
C11 C16 H16 119.7 . . ?
C11 C16 C15 120.7(5) . . ?
C15 C16 H16 119.7 . . ?
C25 C24 H24 120.1 . . ?
C25 C24 C23 119.7(4) . . ?
C23 C24 H24 120.1 . . ?
C36 C35 H35 119.8 . . ?
C34 C35 C36 120.4(4) . . ?
C34 C35 H35 119.8 . . ?
C32 C33 H33 119.5 . . ?
C34 C33 C32 120.9(4) . . ?
C34 C33 H33 119.5 . . ?
N1 C1 H1A 109.4 . . ?
N1 C1 H1B 109.4 . . ?
N1 C1 C2 111.0(3) . . ?
H1A C1 H1B 108.0 . . ?
C2 C1 H1A 109.4 . . ?
C2 C1 H1B 109.4 . . ?
C21 C22 H22 119.4 . . ?
C23 C22 C21 121.3(4) . . ?
C23 C22 H22 119.4 . . ?
C16 C15 H15 119.8 . . ?
C14 C15 C16 120.4(5) . . ?
C14 C15 H15 119.8 . . ?
C26 C25 H25 119.9 . . ?
C24 C25 C26 120.2(4) . . ?
C24 C25 H25 119.9 . . ?
O1 B1 N2 110.4(3) . . ?
O1 B1 N1 111.6(3) . . ?
O1 B1 N3 98.9(3) . . ?
N2 B1 N3 105.8(3) . . ?
N1 B1 N2 121.6(3) . . ?
N1 B1 N3 105.8(3) . . ?
C35 C34 C33 119.4(4) . . ?
C35 C34 H34 120.3 . . ?
C33 C34 H34 120.3 . . ?
C24 C23 C22 120.0(4) . . ?
C24 C23 H23 120.0 . . ?
C22 C23 H23 120.0 . . ?
O1 C7 H7A 109.5 . . ?
O1 C7 H7B 109.5 . . ?
O1 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
C1 C2 C3 110.6(3) . . ?
H2A C2 H2B 108.1 . . ?
C3 C2 H2A 109.5 . . ?
C3 C2 H2B 109.5 . . ?
C12 C13 H13 119.7 . . ?
C14 C13 C12 120.6(5) . . ?
C14 C13 H13 119.7 . . ?
C15 C14 C13 119.9(4) . . ?
C15 C14 H14 120.0 . . ?
C13 C14 H14 120.0 . . ?
N3 C3 C2 111.2(3) . . ?
N3 C3 H3A 109.4 . . ?
N3 C3 H3B 109.4 . . ?
C2 C3 H3A 109.4 . . ?
C2 C3 H3B 109.4 . . ?
H3A C3 H3B 108.0 . . ?
C42 C41 P2 123.1(3) . . ?
C42 C41 C46 120.0 . . ?
C46 C41 P2 116.6(3) . . ?
C41 C42 H42 120.0 . . ?
C43 C42 C41 120.0 . . ?
C43 C42 H42 120.0 . . ?
C42 C43 H43 120.0 . . ?
C42 C43 C44 120.0 . . ?
C44 C43 H43 120.0 . . ?
C43 C44 H44 120.0 . . ?
C45 C44 C43 120.0 . . ?
C45 C44 H44 120.0 . . ?
C44 C45 H45 120.0 . . ?
C44 C45 C46 120.0 . . ?
C46 C45 H45 120.0 . . ?
C41 C46 H46 120.0 . . ?
C45 C46 C41 120.0 . . ?
C45 C46 H46 120.0 . . ?
C42A C41A P2 123.9(5) . . ?
C42A C41A C46A 120.0 . . ?
C46A C41A P2 116.1(5) . . ?
C41A C42A H42A 120.0 . . ?
C41A C42A C43A 120.0 . . ?
C43A C42A H42A 120.0 . . ?
C42A C43A H43A 120.0 . . ?
C44A C43A C42A 120.0 . . ?
C44A C43A H43A 120.0 . . ?
C43A C44A H44A 120.0 . . ?
C45A C44A C43A 120.0 . . ?
C45A C44A H44A 120.0 . . ?
C44A C45A H45A 120.0 . . ?
C44A C45A C46A 120.0 . . ?
C46A C45A H45A 120.0 . . ?
C41A C46A H46A 120.0 . . ?
C45A C46A C41A 120.0 . . ?
C45A C46A H46A 120.0 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
