# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_tp2

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H19 Cl Cr N3'
_chemical_formula_weight         424.86

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'
N N 0.0061 0.0033 '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'
Cr Cr 0.3209 0.6236 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   17.7884(12)
_cell_length_b                   7.5640(5)
_cell_length_c                   14.5599(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 92.5180(10)
_cell_angle_gamma                90.00
_cell_volume                     1957.2(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    185(2)
_cell_measurement_reflns_used    5327
_cell_measurement_theta_min      2.29
_cell_measurement_theta_max      26.01

_exptl_crystal_description       block
_exptl_crystal_colour            brown
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.442
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             876
_exptl_absorpt_coefficient_mu    0.734
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7884
_exptl_absorpt_correction_T_max  0.9042
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      185(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12033
_diffrn_reflns_av_R_equivalents  0.0218
_diffrn_reflns_av_sigmaI/netI    0.0230
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.29
_diffrn_reflns_theta_max         26.02
_reflns_number_total             3846
_reflns_number_gt                3405
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0521P)²+1.0659P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3846
_refine_ls_number_parameters     253
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0417
_refine_ls_R_factor_gt           0.0363
_refine_ls_wR_factor_ref         0.0978
_refine_ls_wR_factor_gt          0.0940
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.036
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cr1 Cr 0.206962(17) 0.30718(4) 0.03399(2) 0.02654(12) Uani 1 1 d . . .
Cl1 Cl 0.17530(3) 0.17157(8) -0.10210(4) 0.04030(16) Uani 1 1 d . . .
N2 N 0.21245(9) 0.0803(2) 0.11431(11) 0.0281(4) Uani 1 1 d . . .
N1 N 0.31960(9) 0.2636(2) 0.03426(11) 0.0258(3) Uani 1 1 d . . .
N3 N 0.34175(9) 0.5831(2) -0.08716(12) 0.0311(4) Uani 1 1 d . . .
C17 C 0.39342(11) 0.4744(3) -0.06067(13) 0.0282(4) Uani 1 1 d . . .
H17A H 0.4424 0.4958 -0.0817 0.034 Uiso 1 1 calc R . .
C8 C 0.41701(11) 0.0833(3) 0.08217(14) 0.0304(4) Uani 1 1 d . . .
H8A H 0.4445 -0.0099 0.1117 0.037 Uiso 1 1 calc R . .
C6 C 0.38467(11) 0.3229(3) -0.00218(13) 0.0275(4) Uani 1 1 d . . .
C10 C 0.28096(11) 0.0249(3) 0.12812(14) 0.0288(4) Uani 1 1 d . . .
H10A H 0.2916 -0.0755 0.1657 0.035 Uiso 1 1 calc R . .
C18 C 0.36228(11) 0.7219(3) -0.14691(13) 0.0281(4) Uani 1 1 d . . .
C19 C 0.41211(12) 0.6985(3) -0.21710(14) 0.0316(4) Uani 1 1 d . . .
H19A H 0.4340 0.5857 -0.2263 0.038 Uiso 1 1 calc R . .
C11 C 0.15172(11) -0.0131(3) 0.15418(14) 0.0301(4) Uani 1 1 d . . .
C7 C 0.44485(11) 0.2131(3) 0.02668(14) 0.0303(4) Uani 1 1 d . . .
H7A H 0.4958 0.2262 0.0108 0.036 Uiso 1 1 calc R . .
C15 C 0.09959(15) -0.1850(3) 0.27433(16) 0.0439(6) Uani 1 1 d . . .
H15A H 0.1046 -0.2380 0.3334 0.053 Uiso 1 1 calc R . .
C9 C 0.33966(11) 0.1172(3) 0.08596(13) 0.0272(4) Uani 1 1 d . . .
C22 C 0.34870(13) 1.0279(3) -0.19173(15) 0.0380(5) Uani 1 1 d . . .
H22A H 0.3272 1.1411 -0.1825 0.046 Uiso 1 1 calc R . .
C14 C 0.03369(14) -0.2072(3) 0.22139(17) 0.0439(6) Uani 1 1 d . . .
H14A H -0.0065 -0.2748 0.2441 0.053 Uiso 1 1 calc R . .
C16 C 0.15863(13) -0.0853(3) 0.24148(15) 0.0366(5) Uani 1 1 d . . .
H16A H 0.2032 -0.0671 0.2787 0.044 Uiso 1 1 calc R . .
C2 C 0.18291(13) 0.5910(3) 0.00942(17) 0.0409(5) Uani 1 1 d . . .
H2A H 0.2008 0.6625 -0.0431 0.049 Uiso 1 1 calc R . .
C23 C 0.32965(12) 0.8879(3) -0.13584(14) 0.0350(5) Uani 1 1 d . . .
H23A H 0.2942 0.9050 -0.0898 0.042 Uiso 1 1 calc R . .
C21 C 0.39874(12) 1.0041(3) -0.26079(15) 0.0374(5) Uani 1 1 d . . .
H21A H 0.4116 1.1001 -0.2991 0.045 Uiso 1 1 calc R . .
C12 C 0.08549(12) -0.0340(3) 0.10190(16) 0.0407(5) Uani 1 1 d . . .
H12A H 0.0802 0.0181 0.0426 0.049 Uiso 1 1 calc R . .
C20 C 0.42988(12) 0.8379(3) -0.27343(15) 0.0373(5) Uani 1 1 d . . .
H20A H 0.4637 0.8200 -0.3213 0.045 Uiso 1 1 calc R . .
C3 C 0.11381(13) 0.5047(3) 0.01164(18) 0.0431(6) Uani 1 1 d . . .
H3B H 0.0741 0.5021 -0.0391 0.052 Uiso 1 1 calc R . .
C4 C 0.10822(17) 0.4301(4) 0.0986(2) 0.0627(9) Uani 1 1 d . . .
H4A H 0.0636 0.3656 0.1213 0.075 Uiso 1 1 calc R . .
C13 C 0.02679(13) -0.1312(3) 0.13631(18) 0.0469(6) Uani 1 1 d . . .
H13A H -0.0187 -0.1450 0.1003 0.056 Uiso 1 1 calc R . .
C1 C 0.22035(17) 0.5726(3) 0.0953(2) 0.0570(7) Uani 1 1 d . . .
H1A H 0.2690 0.6299 0.1152 0.068 Uiso 1 1 calc R . .
C5 C 0.1743(2) 0.4722(4) 0.15090(18) 0.0736(11) Uani 1 1 d . . .
H5A H 0.1845 0.4448 0.2175 0.088 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
Cr1 N1 2.0304(16) . ?
Cr1 N2 2.0766(17) . ?
Cr1 C1 2.206(2) . ?
Cr1 C5 2.209(2) . ?
Cr1 C2 2.215(2) . ?
Cr1 C4 2.231(2) . ?
Cr1 C3 2.244(2) . ?
Cr1 Cl1 2.2799(6) . ?
N2 C10 1.296(3) . ?
N2 C11 1.435(2) . ?
N1 C6 1.370(2) . ?
N1 C9 1.377(2) . ?
N3 C17 1.280(3) . ?
N3 C18 1.421(3) . ?
C17 C6 1.441(3) . ?
C8 C7 1.378(3) . ?
C8 C9 1.403(3) . ?
C6 C7 1.404(3) . ?
C10 C9 1.418(3) . ?
C18 C19 1.393(3) . ?
C18 C23 1.395(3) . ?
C19 C20 1.381(3) . ?
C11 C12 1.383(3) . ?
C11 C16 1.384(3) . ?
C15 C14 1.385(4) . ?
C15 C16 1.394(3) . ?
C22 C21 1.384(3) . ?
C22 C23 1.387(3) . ?
C14 C13 1.366(4) . ?
C2 C3 1.393(3) . ?
C2 C1 1.398(4) . ?
C21 C20 1.389(3) . ?
C12 C13 1.388(3) . ?
C3 C4 1.394(4) . ?
C4 C5 1.409(5) . ?
C1 C5 1.400(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Cr1 N2 80.95(6) . . ?
N1 Cr1 C1 93.32(9) . . ?
N2 Cr1 C1 121.51(9) . . ?
N1 Cr1 C5 112.52(12) . . ?
N2 Cr1 C5 92.32(9) . . ?
C1 Cr1 C5 36.98(12) . . ?
N1 Cr1 C2 109.95(8) . . ?
N2 Cr1 C2 153.63(8) . . ?
C1 Cr1 C2 36.87(10) . . ?
C5 Cr1 C2 61.41(10) . . ?
N1 Cr1 C4 149.52(11) . . ?
N2 Cr1 C4 97.20(8) . . ?
C1 Cr1 C4 61.52(12) . . ?
C5 Cr1 C4 37.00(13) . . ?
C2 Cr1 C4 60.94(9) . . ?
N1 Cr1 C3 146.16(8) . . ?
N2 Cr1 C3 130.39(8) . . ?
C1 Cr1 C3 61.23(10) . . ?
C5 Cr1 C3 61.20(10) . . ?
C2 Cr1 C3 36.40(9) . . ?
C4 Cr1 C3 36.28(9) . . ?
N1 Cr1 Cl1 97.74(5) . . ?
N2 Cr1 Cl1 96.97(5) . . ?
C1 Cr1 Cl1 141.21(8) . . ?
C5 Cr1 Cl1 149.40(10) . . ?
C2 Cr1 Cl1 104.89(7) . . ?
C4 Cr1 Cl1 112.63(10) . . ?
C3 Cr1 Cl1 91.20(7) . . ?
C10 N2 C11 119.84(17) . . ?
C10 N2 Cr1 112.04(13) . . ?
C11 N2 Cr1 128.11(13) . . ?
C6 N1 C9 105.77(15) . . ?
C6 N1 Cr1 142.82(14) . . ?
C9 N1 Cr1 111.31(12) . . ?
C17 N3 C18 117.29(16) . . ?
N3 C17 C6 126.47(18) . . ?
C7 C8 C9 105.73(18) . . ?
N1 C6 C7 109.68(17) . . ?
N1 C6 C17 127.20(18) . . ?
C7 C6 C17 123.12(18) . . ?
N2 C10 C9 118.61(18) . . ?
C19 C18 C23 118.73(19) . . ?
C19 C18 N3 122.92(18) . . ?
C23 C18 N3 118.33(17) . . ?
C20 C19 C18 120.5(2) . . ?
C12 C11 C16 119.97(19) . . ?
C12 C11 N2 118.15(18) . . ?
C16 C11 N2 121.86(18) . . ?
C8 C7 C6 107.93(18) . . ?
C14 C15 C16 120.4(2) . . ?
N1 C9 C8 110.88(17) . . ?
N1 C9 C10 117.04(17) . . ?
C8 C9 C10 131.98(19) . . ?
C21 C22 C23 120.6(2) . . ?
C13 C14 C15 119.6(2) . . ?
C11 C16 C15 119.4(2) . . ?
C3 C2 C1 108.6(2) . . ?
C3 C2 Cr1 72.95(13) . . ?
C1 C2 Cr1 71.21(14) . . ?
C22 C23 C18 120.37(19) . . ?
C22 C21 C20 119.1(2) . . ?
C11 C12 C13 119.8(2) . . ?
C19 C20 C21 120.6(2) . . ?
C2 C3 C4 108.0(2) . . ?
C2 C3 Cr1 70.64(13) . . ?
C4 C3 Cr1 71.36(13) . . ?
C3 C4 C5 108.0(2) . . ?
C3 C4 Cr1 72.36(13) . . ?
C5 C4 Cr1 70.62(14) . . ?
C14 C13 C12 120.7(2) . . ?
C2 C1 C5 107.7(3) . . ?
C2 C1 Cr1 71.92(14) . . ?
C5 C1 Cr1 71.63(16) . . ?
C1 C5 C4 107.8(2) . . ?
C1 C5 Cr1 71.39(14) . . ?
C4 C5 Cr1 72.37(15) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        26.02
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.342
_refine_diff_density_min         -0.266
_refine_diff_density_rms         0.059


_database_code_depnum_ccdc_archive 'CCDC 979517'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_taoping

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H27 Cl Cr N3'
_chemical_formula_weight         480.97

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'
N N 0.0061 0.0033 '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'
Cr Cr 0.3209 0.6236 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P21/C

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

_cell_length_a                   11.4826(9)
_cell_length_b                   9.7676(8)
_cell_length_c                   24.3114(19)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.2830(10)
_cell_angle_gamma                90.00
_cell_volume                     2698.3(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    185(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.13
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.184
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1004
_exptl_absorpt_coefficient_mu    0.540
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.8634
_exptl_absorpt_correction_T_max  0.9331
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      185(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            16758
_diffrn_reflns_av_R_equivalents  0.0509
_diffrn_reflns_av_sigmaI/netI    0.0596
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         1.69
_diffrn_reflns_theta_max         26.03
_reflns_number_total             5297
_reflns_number_gt                3712
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 -0.004 0.000 275 50 ' '
2 0.000 -0.035 0.500 275 50 ' '
_platon_squeeze_details          
;
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0827P)²+1.2865P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5297
_refine_ls_number_parameters     289
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0865
_refine_ls_R_factor_gt           0.0599
_refine_ls_wR_factor_ref         0.1661
_refine_ls_wR_factor_gt          0.1534
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cr1 Cr 0.38534(5) 0.36211(6) 0.14333(2) 0.02793(19) Uani 1 1 d . . .
Cl1 Cl 0.52613(9) 0.52805(10) 0.16209(4) 0.0401(3) Uani 1 1 d . . .
N2 N 0.4638(2) 0.2450(3) 0.08787(12) 0.0285(7) Uani 1 1 d . . .
N1 N 0.3138(2) 0.4529(3) 0.07091(12) 0.0292(7) Uani 1 1 d . . .
N3 N 0.1671(3) 0.6151(3) 0.13454(13) 0.0386(8) Uani 1 1 d . . .
C11 C 0.5226(3) 0.1145(4) 0.09691(15) 0.0314(8) Uani 1 1 d . . .
C9 C 0.3656(3) 0.4067(4) 0.02685(14) 0.0300(8) Uani 1 1 d . . .
C14 C 0.6277(4) -0.1365(4) 0.12124(17) 0.0441(10) Uani 1 1 d . . .
H14A H 0.6634 -0.2229 0.1303 0.053 Uiso 1 1 calc R . .
C16 C 0.6357(3) 0.1092(4) 0.12685(15) 0.0341(9) Uani 1 1 d . . .
C10 C 0.4409(3) 0.2911(4) 0.03707(15) 0.0325(8) Uani 1 1 d . . .
H10A H 0.4738 0.2486 0.0077 0.039 Uiso 1 1 calc R . .
C12 C 0.4617(3) -0.0055(4) 0.07796(15) 0.0336(9) Uani 1 1 d . . .
C13 C 0.5151(4) -0.1300(4) 0.09175(16) 0.0400(9) Uani 1 1 d . . .
H13A H 0.4741 -0.2123 0.0809 0.048 Uiso 1 1 calc R . .
C21 C -0.0094(4) 0.8784(5) 0.23042(17) 0.0463(11) Uani 1 1 d . . .
H21A H -0.0493 0.9390 0.2519 0.056 Uiso 1 1 calc R . .
C17 C 0.1830(3) 0.6456(4) 0.08601(17) 0.0387(9) Uani 1 1 d . . .
H17A H 0.1488 0.7281 0.0705 0.046 Uiso 1 1 calc R . .
C7 C 0.2599(4) 0.5863(4) -0.00441(16) 0.0417(10) Uani 1 1 d . . .
H7A H 0.2233 0.6575 -0.0273 0.050 Uiso 1 1 calc R . .
C6 C 0.2497(3) 0.5640(4) 0.05218(16) 0.0351(9) Uani 1 1 d . . .
C18 C 0.1049(3) 0.7077(4) 0.16569(15) 0.0336(9) Uani 1 1 d . . .
C1 C 0.2771(4) 0.1912(4) 0.16899(17) 0.0421(10) Uani 1 1 d . . .
H1A H 0.2458 0.1124 0.1451 0.051 Uiso 1 1 calc R . .
C19 C 0.1678(3) 0.8111(4) 0.19590(16) 0.0358(9) Uani 1 1 d . . .
C20 C 0.1077(4) 0.8968(4) 0.22763(17) 0.0412(10) Uani 1 1 d . . .
H20A H 0.1487 0.9697 0.2478 0.049 Uiso 1 1 calc R . .
C8 C 0.3324(3) 0.4865(4) -0.02038(16) 0.0378(9) Uani 1 1 d . . .
H8A H 0.3551 0.4743 -0.0561 0.045 Uiso 1 1 calc R . .
C25 C 0.3417(4) -0.0020(4) 0.04307(18) 0.0476(11) Uani 1 1 d . . .
H25A H 0.3147 -0.0958 0.0344 0.071 Uiso 1 1 calc R . .
H25B H 0.3465 0.0476 0.0084 0.071 Uiso 1 1 calc R . .
H25C H 0.2859 0.0445 0.0637 0.071 Uiso 1 1 calc R . .
C15 C 0.6874(4) -0.0188(4) 0.13725(16) 0.0399(10) Uani 1 1 d . . .
H15A H 0.7659 -0.0245 0.1559 0.048 Uiso 1 1 calc R . .
C22 C -0.0693(3) 0.7720(4) 0.20208(17) 0.0417(10) Uani 1 1 d . . .
H22A H -0.1497 0.7575 0.2056 0.050 Uiso 1 1 calc R . .
C2 C 0.2183(3) 0.3140(4) 0.17495(16) 0.0384(9) Uani 1 1 d . . .
H2A H 0.1376 0.3380 0.1563 0.046 Uiso 1 1 calc R . .
C3 C 0.3833(4) 0.1925(4) 0.20544(17) 0.0441(10) Uani 1 1 d . . .
H3B H 0.4411 0.1156 0.2119 0.053 Uiso 1 1 calc R . .
C23 C -0.0144(3) 0.6850(4) 0.16824(16) 0.0362(9) Uani 1 1 d . . .
C4 C 0.2879(3) 0.3932(4) 0.21509(15) 0.0373(9) Uani 1 1 d . . .
H4A H 0.2656 0.4833 0.2300 0.045 Uiso 1 1 calc R . .
C24 C 0.7023(3) 0.2381(4) 0.14646(18) 0.0450(10) Uani 1 1 d . . .
H24A H 0.6530 0.3183 0.1355 0.068 Uiso 1 1 calc R . .
H24B H 0.7746 0.2436 0.1295 0.068 Uiso 1 1 calc R . .
H24C H 0.7224 0.2359 0.1870 0.068 Uiso 1 1 calc R . .
C5 C 0.3891(3) 0.3165(4) 0.23463(16) 0.0405(10) Uani 1 1 d . . .
H5A H 0.4525 0.3440 0.2652 0.049 Uiso 1 1 calc R . .
C26 C 0.2982(3) 0.8267(4) 0.19614(19) 0.0461(10) Uani 1 1 d . . .
H26A H 0.3254 0.7583 0.1714 0.069 Uiso 1 1 calc R . .
H26B H 0.3392 0.8133 0.2340 0.069 Uiso 1 1 calc R . .
H26C H 0.3150 0.9187 0.1832 0.069 Uiso 1 1 calc R . .
C27 C -0.0820(4) 0.5731(5) 0.13561(19) 0.0499(11) Uani 1 1 d . . .
H27A H -0.0296 0.5231 0.1142 0.075 Uiso 1 1 calc R . .
H27B H -0.1470 0.6130 0.1101 0.075 Uiso 1 1 calc R . .
H27C H -0.1135 0.5100 0.1611 0.075 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
Cr1 N1 2.036(3) . ?
Cr1 N2 2.070(3) . ?
Cr1 C2 2.217(4) . ?
Cr1 C4 2.225(4) . ?
Cr1 C1 2.224(4) . ?
Cr1 C3 2.244(4) . ?
Cr1 C5 2.258(4) . ?
Cr1 Cl1 2.2883(11) . ?
N2 C10 1.305(4) . ?
N2 C11 1.445(4) . ?
N1 C6 1.353(4) . ?
N1 C9 1.374(4) . ?
N3 C17 1.256(5) . ?
N3 C18 1.434(5) . ?
C11 C16 1.395(5) . ?
C11 C12 1.408(5) . ?
C9 C8 1.395(5) . ?
C9 C10 1.422(5) . ?
C14 C15 1.366(6) . ?
C14 C13 1.386(6) . ?
C14 H14A 0.9500 . ?
C16 C15 1.392(5) . ?
C16 C24 1.514(6) . ?
C10 H10A 0.9500 . ?
C12 C13 1.382(5) . ?
C12 C25 1.511(5) . ?
C13 H13A 0.9500 . ?
C21 C20 1.369(6) . ?
C21 C22 1.375(6) . ?
C21 H21A 0.9500 . ?
C17 C6 1.442(5) . ?
C17 H17A 0.9500 . ?
C7 C8 1.374(5) . ?
C7 C6 1.414(5) . ?
C7 H7A 0.9500 . ?
C18 C19 1.389(5) . ?
C18 C23 1.398(5) . ?
C1 C2 1.394(6) . ?
C1 C3 1.400(6) . ?
C1 H1A 1.0000 . ?
C19 C20 1.388(5) . ?
C19 C26 1.504(5) . ?
C20 H20A 0.9500 . ?
C8 H8A 0.9500 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C15 H15A 0.9500 . ?
C22 C23 1.395(5) . ?
C22 H22A 0.9500 . ?
C2 C4 1.401(6) . ?
C2 H2A 1.0000 . ?
C3 C5 1.400(6) . ?
C3 H3B 1.0000 . ?
C23 C27 1.500(6) . ?
C4 C5 1.407(5) . ?
C4 H4A 1.0000 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C5 H5A 1.0000 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Cr1 N2 80.59(11) . . ?
N1 Cr1 C2 97.53(13) . . ?
N2 Cr1 C2 126.02(13) . . ?
N1 Cr1 C4 115.65(13) . . ?
N2 Cr1 C4 154.29(13) . . ?
C2 Cr1 C4 36.77(14) . . ?
N1 Cr1 C1 113.44(14) . . ?
N2 Cr1 C1 94.65(14) . . ?
C2 Cr1 C1 36.61(14) . . ?
C4 Cr1 C1 61.17(15) . . ?
N1 Cr1 C3 149.52(15) . . ?
N2 Cr1 C3 94.48(13) . . ?
C2 Cr1 C3 61.11(15) . . ?
C4 Cr1 C3 61.18(15) . . ?
C1 Cr1 C3 36.54(15) . . ?
N1 Cr1 C5 152.16(13) . . ?
N2 Cr1 C5 125.63(14) . . ?
C2 Cr1 C5 60.80(15) . . ?
C4 Cr1 C5 36.56(14) . . ?
C1 Cr1 C5 60.54(15) . . ?
C3 Cr1 C5 36.23(15) . . ?
N1 Cr1 Cl1 92.81(9) . . ?
N2 Cr1 Cl1 99.20(8) . . ?
C2 Cr1 Cl1 134.63(11) . . ?
C4 Cr1 Cl1 99.67(11) . . ?
C1 Cr1 Cl1 152.04(12) . . ?
C3 Cr1 Cl1 117.66(12) . . ?
C5 Cr1 Cl1 91.79(11) . . ?
C10 N2 C11 118.3(3) . . ?
C10 N2 Cr1 112.3(2) . . ?
C11 N2 Cr1 128.8(2) . . ?
C6 N1 C9 106.1(3) . . ?
C6 N1 Cr1 140.6(2) . . ?
C9 N1 Cr1 111.4(2) . . ?
C17 N3 C18 119.8(3) . . ?
C16 C11 C12 121.4(3) . . ?
C16 C11 N2 119.5(3) . . ?
C12 C11 N2 119.0(3) . . ?
N1 C9 C8 111.1(3) . . ?
N1 C9 C10 116.5(3) . . ?
C8 C9 C10 132.4(3) . . ?
C15 C14 C13 120.1(4) . . ?
C15 C14 H14A 120.0 . . ?
C13 C14 H14A 120.0 . . ?
C15 C16 C11 118.0(4) . . ?
C15 C16 C24 120.5(4) . . ?
C11 C16 C24 121.5(3) . . ?
N2 C10 C9 118.3(3) . . ?
N2 C10 H10A 120.9 . . ?
C9 C10 H10A 120.9 . . ?
C13 C12 C11 118.1(4) . . ?
C13 C12 C25 119.6(4) . . ?
C11 C12 C25 122.4(3) . . ?
C12 C13 C14 120.9(4) . . ?
C12 C13 H13A 119.5 . . ?
C14 C13 H13A 119.5 . . ?
C20 C21 C22 119.9(4) . . ?
C20 C21 H21A 120.0 . . ?
C22 C21 H21A 120.0 . . ?
N3 C17 C6 124.5(4) . . ?
N3 C17 H17A 117.8 . . ?
C6 C17 H17A 117.8 . . ?
C8 C7 C6 107.7(3) . . ?
C8 C7 H7A 126.1 . . ?
C6 C7 H7A 126.1 . . ?
N1 C6 C7 109.5(3) . . ?
N1 C6 C17 124.0(3) . . ?
C7 C6 C17 126.5(4) . . ?
C19 C18 C23 122.0(3) . . ?
C19 C18 N3 118.5(3) . . ?
C23 C18 N3 119.3(3) . . ?
C2 C1 C3 108.5(4) . . ?
C2 C1 Cr1 71.4(2) . . ?
C3 C1 Cr1 72.5(2) . . ?
C2 C1 H1A 125.7 . . ?
C3 C1 H1A 125.7 . . ?
Cr1 C1 H1A 125.7 . . ?
C18 C19 C20 118.0(4) . . ?
C18 C19 C26 121.2(3) . . ?
C20 C19 C26 120.8(4) . . ?
C21 C20 C19 121.3(4) . . ?
C21 C20 H20A 119.4 . . ?
C19 C20 H20A 119.4 . . ?
C7 C8 C9 105.6(3) . . ?
C7 C8 H8A 127.2 . . ?
C9 C8 H8A 127.2 . . ?
C12 C25 H25A 109.5 . . ?
C12 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C12 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C14 C15 C16 121.4(4) . . ?
C14 C15 H15A 119.3 . . ?
C16 C15 H15A 119.3 . . ?
C21 C22 C23 121.3(4) . . ?
C21 C22 H22A 119.3 . . ?
C23 C22 H22A 119.3 . . ?
C1 C2 C4 108.1(4) . . ?
C1 C2 Cr1 72.0(2) . . ?
C4 C2 Cr1 72.0(2) . . ?
C1 C2 H2A 125.8 . . ?
C4 C2 H2A 125.8 . . ?
Cr1 C2 H2A 125.8 . . ?
C1 C3 C5 107.6(4) . . ?
C1 C3 Cr1 71.0(2) . . ?
C5 C3 Cr1 72.5(2) . . ?
C1 C3 H3B 126.1 . . ?
C5 C3 H3B 126.1 . . ?
Cr1 C3 H3B 126.1 . . ?
C22 C23 C18 117.3(4) . . ?
C22 C23 C27 120.8(4) . . ?
C18 C23 C27 121.8(4) . . ?
C2 C4 C5 107.5(4) . . ?
C2 C4 Cr1 71.3(2) . . ?
C5 C4 Cr1 73.0(2) . . ?
C2 C4 H4A 126.1 . . ?
C5 C4 H4A 126.1 . . ?
Cr1 C4 H4A 126.1 . . ?
C16 C24 H24A 109.5 . . ?
C16 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C16 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C3 C5 C4 108.3(4) . . ?
C3 C5 Cr1 71.3(2) . . ?
C4 C5 Cr1 70.4(2) . . ?
C3 C5 H5A 125.9 . . ?
C4 C5 H5A 125.9 . . ?
Cr1 C5 H5A 125.9 . . ?
C19 C26 H26A 109.5 . . ?
C19 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C19 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C23 C27 H27A 109.5 . . ?
C23 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C23 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        26.03
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.470
_refine_diff_density_min         -0.434
_refine_diff_density_rms         0.078
_database_code_depnum_ccdc_archive 'CCDC 979518'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_216

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C35 H43 Cl Cr N3'
_chemical_formula_weight         593.17

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'
N N 0.0061 0.0033 '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'
Cr Cr 0.3209 0.6236 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   Pbca

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

_cell_length_a                   18.7272(13)
_cell_length_b                   11.8149(8)
_cell_length_c                   29.400(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     6505.0(8)
_cell_formula_units_Z            8
_cell_measurement_temperature    185(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.211
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2520
_exptl_absorpt_coefficient_mu    0.461
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8666
_exptl_absorpt_correction_T_max  0.9341
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      185(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            36643
_diffrn_reflns_av_R_equivalents  0.1032
_diffrn_reflns_av_sigmaI/netI    0.0648
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         1.76
_diffrn_reflns_theta_max         25.04
_reflns_number_total             5747
_reflns_number_gt                3649
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0869P)²+9.4529P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5747
_refine_ls_number_parameters     369
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1210
_refine_ls_R_factor_gt           0.0742
_refine_ls_wR_factor_ref         0.1978
_refine_ls_wR_factor_gt          0.1683
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.018
_refine_ls_shift/su_max          0.002
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cr1 Cr 0.15749(4) 0.86697(6) 0.15387(2) 0.0312(2) Uani 1 1 d . . .
Cl1 Cl 0.26855(7) 0.83834(14) 0.18191(5) 0.0605(4) Uani 1 1 d . . .
N1 N 0.16402(19) 0.7358(3) 0.11016(12) 0.0341(9) Uani 1 1 d . . .
N2 N 0.09613(19) 0.7498(3) 0.18936(12) 0.0360(9) Uani 1 1 d . . .
N3 N 0.2775(2) 0.7451(3) 0.01105(12) 0.0408(10) Uani 1 1 d . . .
C18 C 0.3204(3) 0.8240(4) -0.01287(16) 0.0436(12) Uani 1 1 d . . .
C6 C 0.1945(2) 0.7052(4) 0.07017(15) 0.0353(11) Uani 1 1 d . . .
C11 C 0.0514(2) 0.7662(4) 0.22859(16) 0.0374(11) Uani 1 1 d . . .
C17 C 0.2440(3) 0.7782(4) 0.04635(15) 0.0384(11) Uani 1 1 d . . .
H17 H 0.2518 0.8529 0.0573 0.046 Uiso 1 1 calc R . .
C9 C 0.1264(3) 0.6427(4) 0.12476(17) 0.0436(12) Uani 1 1 d . . .
C23 C 0.2876(3) 0.9054(5) -0.04070(16) 0.0494(14) Uani 1 1 d . . .
C10 C 0.0918(3) 0.6549(5) 0.16770(17) 0.0495(14) Uani 1 1 d . . .
H10 H 0.0658 0.5935 0.1803 0.059 Uiso 1 1 calc R . .
C19 C 0.3955(3) 0.8119(5) -0.01070(18) 0.0524(14) Uani 1 1 d . . .
C7 C 0.1739(3) 0.5944(5) 0.05851(17) 0.0466(13) Uani 1 1 d . . .
H7 H 0.1867 0.5542 0.0317 0.056 Uiso 1 1 calc R . .
C22 C 0.3319(4) 0.9786(5) -0.06478(19) 0.0658(17) Uani 1 1 d . . .
H22 H 0.3111 1.0346 -0.0838 0.079 Uiso 1 1 calc R . .
C5 C 0.1389(6) 1.0030(7) 0.1032(2) 0.099(3) Uani 1 1 d . . .
H5 H 0.1499 0.9993 0.0699 0.119 Uiso 1 1 calc R . .
C30 C 0.4293(3) 0.7195(5) 0.0176(2) 0.0575(15) Uani 1 1 d . . .
H30 H 0.3943 0.6557 0.0192 0.069 Uiso 1 1 calc R . .
C20 C 0.4362(3) 0.8896(5) -0.0353(2) 0.0665(17) Uani 1 1 d . . .
H20 H 0.4868 0.8853 -0.0338 0.080 Uiso 1 1 calc R . .
C31 C 0.4431(3) 0.7590(5) 0.0661(2) 0.0667(17) Uani 1 1 d . . .
H31A H 0.4748 0.8249 0.0656 0.100 Uiso 1 1 calc R . .
H31B H 0.4655 0.6978 0.0834 0.100 Uiso 1 1 calc R . .
H31C H 0.3977 0.7798 0.0804 0.100 Uiso 1 1 calc R . .
C16 C -0.0212(3) 0.7728(7) 0.2233(2) 0.075(2) Uani 1 1 d . . .
C8 C 0.1317(3) 0.5558(5) 0.09323(18) 0.0566(15) Uani 1 1 d . . .
H8 H 0.1101 0.4832 0.0953 0.068 Uiso 1 1 calc R . .
C2 C 0.0804(4) 1.0039(6) 0.1702(3) 0.082(2) Uani 1 1 d . . .
H2 H 0.0418 1.0003 0.1937 0.098 Uiso 1 1 calc R . .
C33 C 0.2074(3) 0.9104(5) -0.04573(19) 0.0592(15) Uani 1 1 d . . .
H33 H 0.1867 0.9053 -0.0144 0.071 Uiso 1 1 calc R . .
C21 C 0.4053(4) 0.9718(6) -0.0616(2) 0.076(2) Uani 1 1 d . . .
H21 H 0.4344 1.0243 -0.0776 0.091 Uiso 1 1 calc R . .
C3 C 0.1461(5) 1.0462(5) 0.1762(3) 0.081(2) Uani 1 1 d . . .
H3 H 0.1650 1.0782 0.2053 0.097 Uiso 1 1 calc R . .
C32 C 0.4974(4) 0.6727(6) -0.0035(3) 0.094(2) Uani 1 1 d . . .
H32A H 0.4898 0.6594 -0.0360 0.141 Uiso 1 1 calc R . .
H32B H 0.5101 0.6013 0.0114 0.141 Uiso 1 1 calc R . .
H32C H 0.5363 0.7274 0.0006 0.141 Uiso 1 1 calc R . .
C25 C 0.1912(5) 0.8592(12) 0.3106(3) 0.189(7) Uani 1 1 d . . .
H25A H 0.1664 0.8529 0.3399 0.283 Uiso 1 1 calc R . .
H25B H 0.1817 0.9338 0.2973 0.283 Uiso 1 1 calc R . .
H25C H 0.2427 0.8501 0.3153 0.283 Uiso 1 1 calc R . .
C4 C 0.1816(4) 1.0448(5) 0.1359(3) 0.086(2) Uani 1 1 d . . .
H4 H 0.2305 1.0761 0.1308 0.103 Uiso 1 1 calc R . .
C12 C 0.0818(3) 0.7790(7) 0.27069(19) 0.075(2) Uani 1 1 d . . .
C15 C -0.0633(3) 0.7935(7) 0.2610(3) 0.083(2) Uani 1 1 d . . .
H15 H -0.1136 0.7981 0.2574 0.100 Uiso 1 1 calc R . .
C14 C -0.0353(4) 0.8072(6) 0.3021(3) 0.080(2) Uani 1 1 d . . .
H14 H -0.0653 0.8225 0.3274 0.096 Uiso 1 1 calc R . .
C28 C -0.1074(5) 0.8231(18) 0.1631(4) 0.293(12) Uani 1 1 d . . .
H28A H -0.1526 0.8131 0.1795 0.439 Uiso 1 1 calc R . .
H28B H -0.1154 0.8117 0.1305 0.439 Uiso 1 1 calc R . .
H28C H -0.0893 0.8998 0.1683 0.439 Uiso 1 1 calc R . .
C29 C -0.0968(5) 0.6227(14) 0.1826(3) 0.205(8) Uani 1 1 d . . .
H29A H -0.1304 0.6233 0.2082 0.308 Uiso 1 1 calc R . .
H29B H -0.0606 0.5642 0.1877 0.308 Uiso 1 1 calc R . .
H29C H -0.1227 0.6064 0.1544 0.308 Uiso 1 1 calc R . .
C13 C 0.0367(4) 0.7990(8) 0.3078(2) 0.104(3) Uani 1 1 d . . .
H13 H 0.0566 0.8071 0.3373 0.125 Uiso 1 1 calc R . .
C1 C 0.0735(4) 0.9731(6) 0.1241(3) 0.089(2) Uani 1 1 d . . .
H1 H 0.0291 0.9465 0.1085 0.107 Uiso 1 1 calc R . .
C35 C 0.1803(4) 0.8071(6) -0.0723(2) 0.086(2) Uani 1 1 d . . .
H35A H 0.2022 0.8062 -0.1026 0.129 Uiso 1 1 calc R . .
H35B H 0.1283 0.8114 -0.0754 0.129 Uiso 1 1 calc R . .
H35C H 0.1932 0.7378 -0.0560 0.129 Uiso 1 1 calc R . .
C26 C 0.1802(8) 0.6469(19) 0.2911(5) 0.298(14) Uani 1 1 d . . .
H26A H 0.1581 0.6306 0.3205 0.447 Uiso 1 1 calc R . .
H26B H 0.2321 0.6377 0.2935 0.447 Uiso 1 1 calc R . .
H26C H 0.1616 0.5944 0.2681 0.447 Uiso 1 1 calc R . .
C27 C -0.0583(4) 0.7453(14) 0.1786(3) 0.176(6) Uani 1 1 d . . .
H27 H -0.0204 0.7386 0.1548 0.211 Uiso 1 1 calc R . .
C24 C 0.1635(4) 0.7645(14) 0.2775(2) 0.162(6) Uani 1 1 d . . .
H24 H 0.1866 0.7778 0.2473 0.194 Uiso 1 1 calc R . .
C34 C 0.1786(4) 1.0182(6) -0.0671(2) 0.088(2) Uani 1 1 d . . .
H34A H 0.1960 1.0838 -0.0500 0.133 Uiso 1 1 calc R . .
H34B H 0.1262 1.0170 -0.0664 0.133 Uiso 1 1 calc R . .
H34C H 0.1949 1.0233 -0.0987 0.133 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
Cr1 N1 2.017(4) . ?
Cr1 N2 2.080(4) . ?
Cr1 C1 2.194(6) . ?
Cr1 C4 2.213(6) . ?
Cr1 C5 2.219(6) . ?
Cr1 C2 2.221(6) . ?
Cr1 C3 2.227(6) . ?
Cr1 Cl1 2.2627(14) . ?
N1 C6 1.356(5) . ?
N1 C9 1.374(6) . ?
N2 C10 1.292(6) . ?
N2 C11 1.439(5) . ?
N3 C17 1.274(5) . ?
N3 C18 1.418(6) . ?
C18 C23 1.404(7) . ?
C18 C19 1.415(7) . ?
C6 C7 1.408(7) . ?
C6 C17 1.447(6) . ?
C11 C12 1.371(7) . ?
C11 C16 1.372(7) . ?
C17 H17 0.9500 . ?
C9 C8 1.387(7) . ?
C9 C10 1.426(7) . ?
C23 C22 1.392(7) . ?
C23 C33 1.511(8) . ?
C10 H10 0.9500 . ?
C19 C20 1.395(7) . ?
C19 C30 1.512(8) . ?
C7 C8 1.369(7) . ?
C7 H7 0.9500 . ?
C22 C21 1.380(9) . ?
C22 H22 0.9500 . ?
C5 C4 1.344(11) . ?
C5 C1 1.414(10) . ?
C5 H5 1.0000 . ?
C30 C32 1.522(8) . ?
C30 C31 1.523(8) . ?
C30 H30 1.0000 . ?
C20 C21 1.369(9) . ?
C20 H20 0.9500 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C16 C15 1.381(8) . ?
C16 C27 1.522(10) . ?
C8 H8 0.9500 . ?
C2 C3 1.341(10) . ?
C2 C1 1.409(10) . ?
C2 H2 1.0000 . ?
C33 C34 1.519(8) . ?
C33 C35 1.535(8) . ?
C33 H33 1.0000 . ?
C21 H21 0.9500 . ?
C3 C4 1.358(10) . ?
C3 H3 1.0000 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C25 C24 1.572(16) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C4 H4 1.0000 . ?
C12 C13 1.399(8) . ?
C12 C24 1.552(10) . ?
C15 C14 1.327(9) . ?
C15 H15 0.9500 . ?
C14 C13 1.362(10) . ?
C14 H14 0.9500 . ?
C28 C27 1.378(17) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 C27 1.622(18) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C13 H13 0.9500 . ?
C1 H1 1.0000 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C26 C24 1.48(2) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27 1.0000 . ?
C24 H24 1.0000 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Cr1 N2 80.88(15) . . ?
N1 Cr1 C1 103.2(2) . . ?
N2 Cr1 C1 100.7(3) . . ?
N1 Cr1 C4 124.4(3) . . ?
N2 Cr1 C4 149.8(2) . . ?
C1 Cr1 C4 60.5(3) . . ?
N1 Cr1 C5 98.0(2) . . ?
N2 Cr1 C5 137.1(3) . . ?
C1 Cr1 C5 37.4(3) . . ?
C4 Cr1 C5 35.3(3) . . ?
N1 Cr1 C2 137.4(3) . . ?
N2 Cr1 C2 91.0(2) . . ?
C1 Cr1 C2 37.2(3) . . ?
C4 Cr1 C2 59.5(3) . . ?
C5 Cr1 C2 61.0(2) . . ?
N1 Cr1 C3 157.5(2) . . ?
N2 Cr1 C3 115.6(2) . . ?
C1 Cr1 C3 60.4(3) . . ?
C4 Cr1 C3 35.6(3) . . ?
C5 Cr1 C3 59.6(3) . . ?
C2 Cr1 C3 35.1(3) . . ?
N1 Cr1 Cl1 93.53(11) . . ?
N2 Cr1 Cl1 103.03(11) . . ?
C1 Cr1 Cl1 152.8(2) . . ?
C4 Cr1 Cl1 92.4(2) . . ?
C5 Cr1 Cl1 119.8(3) . . ?
C2 Cr1 Cl1 128.9(3) . . ?
C3 Cr1 Cl1 97.0(2) . . ?
C6 N1 C9 105.9(4) . . ?
C6 N1 Cr1 141.5(3) . . ?
C9 N1 Cr1 112.6(3) . . ?
C10 N2 C11 118.4(4) . . ?
C10 N2 Cr1 111.4(3) . . ?
C11 N2 Cr1 129.4(3) . . ?
C17 N3 C18 118.8(4) . . ?
C23 C18 C19 122.1(5) . . ?
C23 C18 N3 119.4(5) . . ?
C19 C18 N3 118.3(5) . . ?
N1 C6 C7 110.1(4) . . ?
N1 C6 C17 122.0(4) . . ?
C7 C6 C17 127.8(4) . . ?
C12 C11 C16 120.6(5) . . ?
C12 C11 N2 119.8(4) . . ?
C16 C11 N2 119.6(5) . . ?
N3 C17 C6 121.8(4) . . ?
N3 C17 H17 119.1 . . ?
C6 C17 H17 119.1 . . ?
N1 C9 C8 110.3(4) . . ?
N1 C9 C10 115.4(4) . . ?
C8 C9 C10 134.3(5) . . ?
C22 C23 C18 117.4(6) . . ?
C22 C23 C33 121.2(6) . . ?
C18 C23 C33 121.3(5) . . ?
N2 C10 C9 119.7(5) . . ?
N2 C10 H10 120.1 . . ?
C9 C10 H10 120.1 . . ?
C20 C19 C18 116.9(6) . . ?
C20 C19 C30 122.1(5) . . ?
C18 C19 C30 121.0(5) . . ?
C8 C7 C6 106.7(4) . . ?
C8 C7 H7 126.7 . . ?
C6 C7 H7 126.7 . . ?
C21 C22 C23 121.5(6) . . ?
C21 C22 H22 119.2 . . ?
C23 C22 H22 119.2 . . ?
C4 C5 C1 107.2(6) . . ?
C4 C5 Cr1 72.1(4) . . ?
C1 C5 Cr1 70.4(3) . . ?
C4 C5 H5 126.3 . . ?
C1 C5 H5 126.3 . . ?
Cr1 C5 H5 126.3 . . ?
C19 C30 C32 112.9(5) . . ?
C19 C30 C31 111.4(5) . . ?
C32 C30 C31 110.5(5) . . ?
C19 C30 H30 107.2 . . ?
C32 C30 H30 107.2 . . ?
C31 C30 H30 107.2 . . ?
C21 C20 C19 121.9(6) . . ?
C21 C20 H20 119.0 . . ?
C19 C20 H20 119.0 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C11 C16 C15 118.9(6) . . ?
C11 C16 C27 122.6(6) . . ?
C15 C16 C27 118.1(6) . . ?
C7 C8 C9 107.0(5) . . ?
C7 C8 H8 126.5 . . ?
C9 C8 H8 126.5 . . ?
C3 C2 C1 107.9(7) . . ?
C3 C2 Cr1 72.7(4) . . ?
C1 C2 Cr1 70.4(3) . . ?
C3 C2 H2 126.0 . . ?
C1 C2 H2 126.0 . . ?
Cr1 C2 H2 126.0 . . ?
C23 C33 C34 115.2(5) . . ?
C23 C33 C35 110.3(5) . . ?
C34 C33 C35 109.8(5) . . ?
C23 C33 H33 107.0 . . ?
C34 C33 H33 107.0 . . ?
C35 C33 H33 107.0 . . ?
C20 C21 C22 120.0(6) . . ?
C20 C21 H21 120.0 . . ?
C22 C21 H21 120.0 . . ?
C2 C3 C4 109.2(7) . . ?
C2 C3 Cr1 72.2(4) . . ?
C4 C3 Cr1 71.6(4) . . ?
C2 C3 H3 125.3 . . ?
C4 C3 H3 125.3 . . ?
Cr1 C3 H3 125.3 . . ?
C30 C32 H32A 109.5 . . ?
C30 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C30 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C5 C4 C3 109.7(7) . . ?
C5 C4 Cr1 72.6(4) . . ?
C3 C4 Cr1 72.8(4) . . ?
C5 C4 H4 125.0 . . ?
C3 C4 H4 125.0 . . ?
Cr1 C4 H4 125.0 . . ?
C11 C12 C13 118.1(6) . . ?
C11 C12 C24 120.9(5) . . ?
C13 C12 C24 120.9(6) . . ?
C14 C15 C16 121.8(6) . . ?
C14 C15 H15 119.1 . . ?
C16 C15 H15 119.1 . . ?
C15 C14 C13 119.6(6) . . ?
C15 C14 H14 120.2 . . ?
C13 C14 H14 120.2 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C27 C29 H29A 109.5 . . ?
C27 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C27 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C14 C13 C12 120.9(7) . . ?
C14 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
C2 C1 C5 105.9(7) . . ?
C2 C1 Cr1 72.4(3) . . ?
C5 C1 Cr1 72.3(4) . . ?
C2 C1 H1 126.8 . . ?
C5 C1 H1 126.8 . . ?
Cr1 C1 H1 126.8 . . ?
C33 C35 H35A 109.5 . . ?
C33 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C33 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C24 C26 H26A 109.5 . . ?
C24 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C24 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C28 C27 C16 116.6(14) . . ?
C28 C27 C29 108.9(10) . . ?
C16 C27 C29 109.3(8) . . ?
C28 C27 H27 107.2 . . ?
C16 C27 H27 107.2 . . ?
C29 C27 H27 107.2 . . ?
C26 C24 C12 110.3(11) . . ?
C26 C24 C25 115.6(9) . . ?
C12 C24 C25 109.0(10) . . ?
C26 C24 H24 107.2 . . ?
C12 C24 H24 107.2 . . ?
C25 C24 H24 107.2 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.04
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.660
_refine_diff_density_min         -0.594
_refine_diff_density_rms         0.074

_database_code_depnum_ccdc_archive 'CCDC 979519'
